1980-1989
242. M. Novak; A. Miller; T.C. Bruice and G. Tollin. The Mechanism
of Flavin 4a Substitution Which Accompanies Photolytic Decarboxylation
of a-substituted Acetic Acids. J. Am. Chem. Soc. 1980, 102, 1465.
243. M. Novak and T.C. Bruice. Mechanistic Investigation of the Oxidation
of the Carbanion of Methyl 2-Methoxy-2- phenylacetate by an Isoalloxazine.
J. Chem. Soc., Chem. Commun. 1980, 9, 372-4.
244. T.C. Bruice and A. Miller. Products of the Decomposition of the
Anion of a 4a-Hydroperoxyisoalloxazine Hindered in the 9a and 10a Positions.
J. Chem. Soc., Chem. Commun. 1980, 15, 693-4.
245. S. Muto and T.C. Bruice. Dioxygen Transfer from 4a- Hydroperoxyflavin
Anion. 2. Oxygen Transfer to the 10 Position of 9-Hydroxyphenanthrene
Anions and to 3,5-Di-tert- butylcatechol Anion. J. Am. Chem. Soc. 1980,
102, 4472.
246. M. Iwata; T.C. Bruice; H.L. Carrell and J.P. Glusker. Reactions
of 4a-Peroxides and 4a-Pseudobases of N10- and N5- Phenethylflavins.
J. Am. Chem. Soc. 1980, 102, 5036.
247. T.C. Bruice. Mechanisms of Flavin Catalysis. Accts. Chem. Res.
1980, 13, 256-262.
248. S. Ball and T.C. Bruice. Oxidation of Amines by a 4a- Hydroperoxyflavin.
J. Am. Chem. Soc. 1980, 102, 6498.
249. S. Muto and T.C. Bruice. Differentiation Between Criegee Rearrangement
and Dioxetane Rearrangement Mechanisms for the Decomposition of
a, ß-Unsaturated
Hydroperoxides. J. Am. Chem. Soc. 1980, 102, 7379.
250. Bruice, Thomas C.. Carbon acid oxidations and oxygen activation
by flavins. Advances in Chemistry Series 1980, 191(Biomimetic Chem.),
89-118.
251. S. Muto and T.C. Bruice. Dioxygen Transfer from 4a- Hydroperoxyflavin
Anion. 3. Oxygen Transfer to the 3-Position of Substituted Indoles.
J. Am. Chem. Soc. 1980, 102, 7559.
252. P.T. Shepherd and T.C. Bruice. Formation of a Non- chemiluminescent
Excited-State Species in the Decomposition of 4a-(Alkylperoxy)flavins.
J. Am. Chem. Soc. 1980, 102, 7774.
253. E.J. Nanni; D.T. Sawyer; S.S. Ball and T.C. Bruice. Redox Chemistry
of N5-Ethyl-4a-hydroperoxy-3-methyllumiflavin in Dimethylformamide.
Evidence for the Formation of the N5- Ethyl-4a-hydroperoxy-3-methyllumiflavin
Anion via Radical- Radical Coupling with Superoxide Ion. J. Am Chem.
Soc. 1981, 103, 2797.
254. S. Ball and T.C. Bruice. The Chemistry of 1-Carba-1-deaza-N5-
ethyl-N3-methyllumiflavins. Influence of the N1 upon the Reactivity
of Flavin 4a-Hydroperoxides. J. Am. Chem. Soc. 1981, 103, 5494.
255. T.C. Bruice; P.G. Furter; and S.S. Ball. Reaction of Primary Amines
with the Dichlorocarbene Complex of Iron(II) Tetraphenylporphyrin [Fe(II)TPP(CCl2)].
J. Am. Chem. Soc. 1981, 103, 4578.
256. P. Shannon and T.C. Bruice. A Novel P-450 Model System for the
N-Dealkylation Reaction. J. Am. Chem. Soc. 1981, 103, 4580.
257. M. Inoue and T.C. Bruice. The Influence of Electron Delocalization
upon the Rate Constants for Competing BAC2 and Elcb Ester Hydrolyses.
J. Chem. Soc., Chem. Commun. 1981, 17, 884-6.
258. A. Wessiak and T.C. Bruice. On the Nature of the Intermediate
between 4a-Hydroperoxyflavin and 4a-Hydroxyflavin in the Hydroxylation
Reaction of p-Hydroxybenzoate Hydroxylase. Synthesis of 6-Aminopyrimidine-2,4,5(3H)-triones
and the Mechanism of Aromatic Hydroxylation by Flavin Monooxygenases.
J. Am. Chem. Soc. 1981, 103, 6996.
259. Shepherd, Peter T.; Bruice, Thomas C.. Chemiluminescence derived
from 4a-(alkylperoxy) flavins. Biolumin. Chemilumin., [Int. Symp. Anal.
Appl. Biolumin. Chemilumin.], 2nd 1981, Meeting Date 1980, 391-4.
260. Bruice, Thomas C.. A progress report on studies of the activation
of molecular oxygen by dihydroflavins. Developments in Biochemistry
1982, 21(Flavins Flavoproteins), 265-77.
261. G. Eberlein and T.C. Bruice. One- and Two-Electron Reduction of
Oxygen by 1,5-Dehydroflavins. J. Am. Chem. Soc. 1982, 104, 1449.
262. M. Inoue and T.C. Bruice. Extended ElcB Mechanism for Ester Hydrolysis:
Allylic Substitution via Carbanion in Ester Hydrolysis. J. Am. Chem.
Soc. 1982, 104, 1664.
263. S. Muto and T.C. Bruice. Dioxygen Transfer from 4a- Hydroperoxyflavin
Anion. 4. Dioxygen Transfer to Phenolate Anion as a Means of Aromatic
Hydroxylation. J. Am. Chem. Soc. 1982, 104, 2284.
264. T.S. Eckert; T.C. Bruice; J.A. Gainor and S.M. Weinreb. Some electrochemical
and chemical properties of methoxatin and analogous quinoquinones.
Proc. Natl. Acad. Sci. (USA) 1982, 79, 2533.
265. M.F. Powell; W-H. Wong; and T.C. Bruice. Concerning 1e- transfer
in reduction by dihydronicotinamide: Reaction of oxidized flavin and
flavin radical with N-benzyl-1,4- dihydronicotinamide. Proc. Natl.
Acad. Sci. (USA) 1982, 79, 4604.
266. E.B. Skibo and T.C. Bruice. Preparation and Study of a Low- Potential
Flavin Analogue. J. Am. Chem. Soc. 1982, 104, 4982.
267. M.F. Powell and T.C. Bruice. Reinvestigation of NADH Analogue
Redox Reactions in Acetonitrile: Consequences of Isotope Scrambling
on Kinetic and Product Isotope Effects. J. Am. Chem. Soc. 1982, 104,
5834.
268. Bruice, Thomas C.. 4a-Peroxyflavins. Oxidases Relat. Redox Syst.,
Proc. Int. Symp., 3rd 1982, Meeting Date 1979, 423-46.
269. M.W. Nee and T.C. Bruice. Use of the N-Oxide of of p-Cyano-N,N-
dimethylaniline as an "Oxygen" Donor in a Cytochrome
P-450 Model System. J. Am. Chem. Soc. 1982, 104, 6123.
270. D. Igdaloff; D.V. Santi; T.S. Eckert and T.C. Bruice. Effects
of 1,7- and 1,10-phenanthroline dione on tissue culture cells. Biochem.
Pharmacol. 1983, 32, 172.
271. M.F. Powell and T.C. Bruice. Hydride vs. Electron Transfer in
the Reduction of Flavin and Flavin Radical by 1,4-Dihydropyridines.
J. Am. Chem. Soc. 1983, 105, 1014.
272. T.C. Bruice. Leaving Group Tendencies and the Rates of Monooxygen
Donation by Hydrogen Peroxide, Organic Hydroperoxides, and the Peroxycarboxylic
Acids. J. Am. Chem. Soc., Chem. Commun. 1983, 1, 14-15.
273. T.C. Bruice; J.B. Noar; S.S. Ball and U.V. Venkataram. Mono-oxygen
Donation Potential of 4a-Hydroperoxyflavins as Compared with Those
of a Percarboxylic Acid and other Hydroperoxides. Monooxygen Donation
to Olefin, Tertiary Amine, Alkyl Sulfide, and Iodide Ion. J. Am. Chem.
Soc. 1983, 105, 2452.
274. E.B. Skibo and T.C. Bruice. High- and Low-Potential Flavin Mimics
(Based on the Pyrimidino[5,4-g]pteridine and Imidazo[4,5-g]pteridine
System). 1. General Chemistry. J. Am. Chem. Soc. 1983, 105, 3304.
275. E.B. Skibo and T.C. Bruice. High- and Low-Potential Flavin Mimics.
2. 3,7,10-Trimethyl-(1H,3H,5H,7H,9H,10H)- pyrimido[5,4,-g]-pteridine-2,4,6,8-tetrone
Dianion Reduction of Carbonyl, Nicotinamides, and Alkyl Disulfide Functional
Groups. J. Am. Chem. Soc. 1983, 105, 3316.
276. T.S. Eckert and T.C. Bruice. Chemical Properties of Phenanthrolinequinones
and the Mechanism of Amine Oxidation by O-Quinones of Medium Redox
Potentials. J. Am. Chem. Soc. 1983, 105, 4431.
277. A. Wessiak and T.C. Bruice. Synthesis and Study of a 6-Amino-
5-oxo-3H,5H-uracil and Derivatives. The Structure of an Intermediate
Proposed in Mechanisms of Flavin and Pterin Oxygenases. J. Am. Chem.
Soc. 1983, 105, 4809.
279. M. Inoue and T.C. Bruice. Influence of Steric Effects upon the
Rate Constants for Competing BAC2 and ElcB Ester Hydrolyses. J. Org.
Chem. 1983, 48, 3559.
280. G. Eberlein and T.C. Bruice. The Chemistry of a 1,5-Diblocked
Flavin. 1. Interconversion of the Reduced, Radical and Oxidized Forms
of 1,10-Ethano-5-ethyllumiflavin. J. Am. Chem. Soc. 1983, 105, 6679.
281. G. Eberlein and T.C. Bruice. The Chemistry of a 1,5-Diblocked
Flavin. 2. Proton and Electron Transfer Steps in the Reaction of Dihydroflavins
with Oxygen. J. Am. Chem. Soc. 1983, 105, 6685.
282. M.F. Powell and T.C. Bruice. Effect of Isotope Scrambling and
Tunneling on the Kinetic and Product Isotope Effects for Reduced Nicotinamide
Adenine Dinucleotide Model Hydride Transfer Reactions. J. Am. Chem.
Soc. 1983, 105, 7139.
283. J.R. Lindsay Smith; M.W. Nee; J.B. Noar and T.C. Bruice, Oxidation
of N-Nitrosodibenzylamine and Related Compounds by Metallo-porphyrin-catalyzed
Model Systems for the Cytochrome P-450 Dependent Mono-oxygenases. J.
Chem. Soc. Perkin Trans II 1984, 2, 255-60.
284. A. Wessiak; J.B. Noar and T.C. Bruice. The possibility that the
spectrum of intermediate two, seen in the course of reaction of flavoenzyme
phenol hydroxylases, may be attributable to iminol isomers of a flavin-derived
6-arylamino-5- oxo(3H,5H)uracil. Proc. Natl. Acad. Sci. (USA) 1984,
81, 332.
285. L.-C. Yuan and T.C. Bruice. Redox Reactions of a Tetrahydro- /Hexahydropyrido[2,3-d3:6,5-d']dipyrimidine
Tetrone Couple. A High vs. Low Potential 5-Carba-5-deazaflavin Mimic.
J. Am. Chem. Soc. 1984, 106, 1530.
286. D.C. Heimbrok; R.I. Murray; K.D. Egeberg; S.G. Sligar; M.W. Nee
and T.C. Bruice. Demethylation of N,N-Dimethylaniline and p- Cyano-N,N-dimethylaniline
and Their N-Oxides by Cytochromes P450LM2 and P450CAM. J. Am. Chem.
Soc. 1984, 106, 1514.
287. O.L. Farng and T.C. Bruice. Carbon-Carbon Double Bond Formation
Accompanying Hydride Transfer from a Carbanion to a 5-Carbalumiflavin.
J. Chem. Soc., Chem. Commun. 1984, 3, 185-6.
288. T.C. Bruice. Oxygen-Flavin Chemistry. Isr. J. Chem. 1984, 24,
54.
289. M.F. Powell; E.F. Pai and T.C. Bruice. Study of (Tetraphenyl-
porphinate)manganese(III)-Catalyzed Epoxidation and Demethylation Using
p-Cyano-N,N-Dimethylaniline N-Oxide as Oxygen Donor in a Homogeneous
System. Kinetics, Radiochemical Ligation Studies, and Reaction Mechanism
for a Model of Cytochrome P-450. J. Am. Chem. Soc. 1984, 106, 3277.
290. M.F. Powell; J.C. Wu and T.C. Bruice. Ferricyanide Oxidation of
Dihydropyridines and Analogues. J. Am. Chem. Soc. 1984, 106, 3850.
291. A. Wessiak; L.M. Schopfer; L.C. Yuan; T.C. Bruice; and V. Massey.
Use of riboflavin-binding protein to investigate steric and electronic
relationships in flavin analogs and models. Proc. Natl. Acad. Sci.
1984, 81, 4246.
292. U.V. Venkataram and T.C. Bruice. Determination of the Kinetic
pKa of a Flavin 4a-Pseudobase from a Study of the Hydrolysis of 4a-Hydroxy-5-ethyl-3-methyl-lumiflavin
in H2O. The Oxygen Donation Potential of 4a-Hydroperoxyflavins. J.
Chem. Soc., Chem. Commun. 1984, 14, 899-900.
293. U.V. Venkataram and T.C. Bruice. On the Mechanism of Flavin-
Catalyzed Dehydrogenation a, ß to an Acyl Function. The Mechanism
of 1,5-Dihydroflavin Reduction of Malemides. J. Am. Chem. Soc.
1984, 106, 5703.
295. A. Sinha and T.C. Bruice. Rate-Determining General-Base Catalysis
in an Obligate 1e- Oxidation of a Dihydropyridine. J.Am. Chem. Soc.
1984, 106, 7291.
296. G. Eberlein; T.C. Bruice; R.A. Lazarus; R. Henrie and S.J. Benkovic.
The Interconversion of the 5,6,7,8-Tetrahydro-, 7,8-Dihydro-, and Radical
Forms of 6,6,7,7-Tetramethyldihydropterin. A Model for the Biopterin
Center of Aromatic Amino Acid Mixed Function Oxidases. J. Am. Chem.
Soc. 1984, 106, 7916.
297. Bruice, Thomas C.. Flavin oxygen chemistry brought to date. Flavins
Flavoproteins, Proc. Int. Symp., 8th 1984, 45-55.
298. L.-C. Yuan and T. C. Bruice. Mechanism of "Oxygen Atom" Transfer
to (Tetraphenylporphinato)chromic Chloride. J. Am. Chem. Soc. 1985,
107, 512.
299. W.A. Lee and T.C. Bruice. Homolytic and Heterolytic Oxygen-Oxygen
Bond Scissions Accompanying Oxygen Transfer to Iron(III) Porphyrins
by Percarboxylic Acids and Hydroperoxides. A Mechanistic Criterion
for Peroxidase and Cytochrome P-450. J. Am. Chem Soc. 1985, 107, 513.
300. D.E. Edmondson and T.C. Bruice. N-Nitrosodialkylamines do not
function as substrates for liver monoamine oxidase. Proc. Natl. Acad.
Sci. (USA) 1985, 82, 682.
301. T.C. Bruice. Activated Oxygen Species of Flavins and Metallo Porphyrins.
In Atualidades de Fisico-Quimica Organica; J. J. Eduardo Humeres A.;
Ed.; Terceira Conferencia de Fisico- Quimica Organica: Rio de Janeiro,
17 A 19 de Outubro, 1984; 21-46.
302. L.-C. Yuan and T.C. Bruice. Oxygen Donation to Manganese(III)
Tetraphenylporphyrin Chloride. Low Reactivity of Hydroperoxides as
Oxygen Donors to Manganese(III) Porphyrins. Inorg. Chem. 1985, 24,
986.
303. P.R. Sleath; J.B. Noar; G.A. Eberlein; and T.C. Bruice. Synthesis
of 7,9-Didecarboxymethoxatin (4,5-Dihydro-4,5-dioxo-1H- [pyrrolo[2,3-f]quinoline-2-carboxylic
Acid) and Comparison of Its Chemical Properties with Those of Methoxatin
and Analogous O-Quinones. Model Studies Directed Towards the Action
of PQQ Requiring Bacterial Oxoreductases and Mammalian Plasma Amine
Oxidase. J. Am. Chem. Soc. 1985, 107, 3328.
304. W.A. Lee; T.S. Calderwood; and T.C. Bruice. Stabilization of higher
valent states of iron porphyrin by hydroxide and methoxide ligands:
Electrochemical generation of iron(IV)-oxo porphyrins. Proc. Natl.
Acad. Sci. (USA) 1985, 82, 4301.
305. M.F. Zipplies; M.J. DeVos; and T.C. Bruice. The Formation of Thiiranes
from Olefins in the Course of the Deoxygenation of Tertiary Amine N-Oxides
by Carbon Disulfide. J. Org. Chem. 1985, 50, 3228.
306. L.-C. Yuan and T.C. Bruice. Use of an Oxaziridine as an Oxene
Transfer Agent to Manganese(III) Tetraphenylporphyrin Chloride. J.
Chem. Soc., Chem. Comm. 1985, 13, 868-9.
307. C.M. Dicken; F.-L. Lu; M.W. Nee and T.C. Bruice. Kinetics and
Mechanisms of Oxygen Transfer in the Reaction of p-Cyano-N,N-Dimethylaniline
N-Oxide with Metalloporphyrin Salts. 2. Amine Oxidation and Oxygen
Transfer to Hydrocarbon Substrates Accompanying the Reaction of p-Cyano-N,N-dimethylaniline
N-Oxide with meso-(Tetraphenylporphinato) iron(III) Chloride. J. Am.
Chem. Soc. 1985, 107, 5776.
308. M. Conlin; H.S. Forrest and T.C. Bruice. Replacement of Methoxatin
by 4,7-Phenanthroline-5,6-dione and the Inability of Other Phenanthroline
Quinones, As Well As 7,9-Di-decarboxy Methoxatin, to Serve as Cofactors
for the Methoxatin-Requiring Glucose Dehydrogenase of AcinotobacterCalcoaceticus.
Biochem. and Biophys. Res. Commun. 1985, 131, 564.
309. J.B. Noar; E.J. Rodriguez and T.C. Bruice. Synthesis of 9-Decarboxymethoxatin.
Metal Complexation of Methoxatin as a Possible Requirement for Its
Biological Activity. J. Am. Chem. Soc. 1985, 107, 7198.
310. T.S. Calderwood; William A. Lee and T.C. Bruice. Spectral and
Electrochemical Identification of Iron(IV)-Oxo Porphyrin and Iron(IV)-Oxo
Porphyrin [pi]-Cation Species. J. Am. Chem. Soc. 1985, 107, 8272.
311. L.-C. Yuan; T.S. Calderwood and T.C. Bruice. Photocatalysis of
Oxygen Transfer from p-Cyano-N,N-dimethylaniline N-Oxide to meso-(Tetraphenylporphinato)chromium(III)
Chloride. J. Am. Chem. Soc. 1985, 107, 8273.
312. W.A. Lee and T.C. Bruice. Transfer of Oxygen from Percarboxylic
Acids and Alkyl Hydroperoxides to (meso- Tetraphenylporphinato)cobalt(III)
Chloride. Inorg. Chem. 1986, 25, 131.
313. M. Inoue and T.C. Bruice. Mechanistic Change from (ElcB)R to (ElcB)i
Brought about by a Sterically Bulky Substituent in Ester Hydrolysis.
J. Org. Chem. 1986, 51, 959.
314. C.M. Dicken; T.C. Woon and T.C. Bruice. Kinetics and Mechanisms
of Oxygen Transfer in the Reaction of p-Cyano- N,N-dimethylaniline
N-Oxide with Metalloporphyrin Salts. 3. Catalysis by [meso-Tetrakis(2,6-dichlorophenyl)porphinato]
iron(III) Chloride. J. Am. Chem. Soc. 1986, 108, 1636.
315. L.-C. Yuan and T.C. Bruice. Influence of Nitrogen Base Ligation
and Hydrogen Bonding on the Rate Constants for Oxygen Transfer from
Percarboxylic Acids and Alkyl Hydroperoxides to (meso-Tetraphenylporphinato)
manganese(III) Chloride. J. Am. Chem. Soc. 1986, 108, 1643.
316. T.C. Bruice; M.F. Zipplies and W.A. Lee. The pH dependence
of the mechanism of reaction of hydrogen peroxide with a non- aggregating,
non-µ-oxo dimer-forming iron(III) porphyrin in water. Proc.
Natl. Acad. Sci. (USA) 1986, 83, 4646.
317. E.B. Skibo and T.C. Bruice. High- and Low-Potential Flavin
Mimics. 3. 3,7,10-Trimethyl-(1H,3H,5H,7H,9H,10H)- pyrimido[5,4-g]pteridine-2,4,6,8-tetrone-Mediated
Reduction of Carbon-Carbon Double Bonds a-ß to an Acyl Function.
J. Am. Chem. Soc. 1986, 108, 1650.
318. J.B. Noar; U.V. Venkataram; T.C. Bruice; G. Bollag; R. Whittle;
D. Sammons; R. Henry and S.J. Benkovic. The Reaction of Nucleophilic
Species with Quinonoid 6,6,7,7,- Tetramethyldihydropterin. Bioorg.
Chem. 1986, 14, 17.
319. T.C. Bruice. Chemical Studies Pertaining to the Chemistry of Cytochrome
P-450 and the Peroxidases. New York Acad. Sci. (USA) 1986, 471, 83.
320. M.F. Zipplies; W.A. Lee; and T.C. Bruice. Influence of Hydrogen
Ion Activity and General Acid-Base Catalysis on the Rate of Decomposition
of Hydrogen Peroxide by a Novel Non- aggregating Water-Soluble Iron(III)
Tetraphenylporphyrin Derivative. J. Am. Chem. Soc. 1986, 108, 4433.
321. P.N. Balasubramanian and T.C. Bruice. Oxygen Transfer Involving
Non-Heme Iron. The Reaction of (EDTA)FeIII with m-Chloroperbenzoic
Acid. J. Am. Chem. Soc. 1986, 108, 5495.
322. E.S. Schmidt; T.S. Calderwood and T.C. Bruice. Synthesis and Characterization
of a meso-Tetrakis(4-ferrocenylphenyl) porphyrin and Examination of
its Ability to Undergo Intramolecular Photocatalyzed Electron Transfer.
Inorg. Chem. 1986, 25, 3718,
323. E.S. Schmidt; T.C. Bruice; R.S. Brown and C.L. Wilkins. Oxidation
of (Tetraphenylporphyrin)chromium(III) Chloride by Styrene Ozonide.
Inorg. Chem. 1986, 25, 4799.
324. T.S. Calderwood and T.C. Bruice. Electrochemical Generation of
Iron(IV)-Oxo Porphyrins and Iron(IV)-Oxo Porphyrin [pi] Cation Radicals.
Inorg. Chem. 1986, 25, 3722.
325. T.C. Woon; A. Shirazi; and T.C. Bruice. 1H NMR Investigation of
Iron(III) 5,10,15,20-Tetrakis(2,6-disubstituted phenyl) porphyrins.
Isolation and Characterization of Hydroxy-Ligated (5,10,15,20-Tetrakis(2,6-difluorophenyl)porphinato)iron(III).
Inorg. Chem. 1986, 25, 3845.
326. T.C. Woon; C.M. Dicken; and T.C. Bruice. The Kinetics and Mechanisms
of Oxygen Transfer in the Reaction of p-Cyano-N,N-Dimethylaniline-N-Oxide
with Metalloporphyrin Salts. IV. Catalysis by meso-Tetrakis-(2,6-dimethylphenyl)porphinato
Iron(III) Chloride. J. Am. Chem. Soc. 1986, 108, 7990.
327. C.M. Dicken; F.-L. Lu and T.C. Bruice. Metalloporphyrin- Mediated
Radical Cycloadditions of p-Cyano-N,N-Dimethylaniline. Tetrahedron
Letts. 1986, 27, 5967.
328. P.N. Balasubramanian; A. Sinha and T.C. Bruice. A Kinetic Study
of the Epoxidation of 2,3-Dimethyl-2-butene by tert-Butyl Hydroperoxide
Catalyzed by Imidazole Ligated (meso-Tetraphenylporphinato)manganese(III).
J. Am. Chem. Soc. 1987, 109, 1456.
329. E.J. Rodriguez; T.C. Bruice and D.E. Edmondson. Studies on the
Radical Species of 9-Decarboxymethoxatin. J. Am. Chem. Soc. 1987, 109,
532.
330. P.N. Balasubramanian and T.C. Bruice. Oxygen transfer involving
nonheme iron: The influence of leaving group ability on the rate constant
for oxygen transfer to (EDTA)Fe(III) from percarboxylic acids and hydroperoxides.
Proc. Natl. Acad. Sci. (USA) 1987, 84, 1734.
331. W.-H. Wong; D. Ostovic and T.C. Bruice. Kinetics and Mechanisms
of Oxygen Transfer in the Reaction of p-Cyano-N,N-dimethylaniline N-Oxide
with Metalloporphyrin Salts. 5. The Influence of Imidazole Ligation
of (meso-Tetrakis(2,6- dimethylphenyl)porphinato)manganese(III) Chloride
on the Rates of Oxygen Transfer from N-Oxide to Metalloporphyrin Salt
and the Efficiency of Oxidations by the Intermediate Higher Valent
Manganese-Oxo Species. J. Am. Chem Soc. 1987, 109, 3428.
332. T.C. Bruice; C.M. Dicken; P.N. Balasubramanian; T.C. Woon and
F.-L Lu. Kinetics and Mechanism of Oxygen Transfer in the Reaction
of p-Cyano-N,N-dimethylaniline N-Oxide with Metalloporphyrin Salts.
6. Oxygen Atom Transfer to and from the Iron(III) C2cap Porphyrin of
Baldwin. J. Am. Chem. Soc. 1987, 109, 3436.
333. D. Ostovic; C.B. Knobler and T.C. Bruice. Kinetics and Mechanism
of Oxygen Transfer in the Reaction of p-Cyano-N,N-dimethylaniline N-oxide
with Metalloporphyrin Salts. 7. Oxygen Atom Transfer to and from (meso-Tetrakis
(pentafluorophenyl)porphinato)iron(III) Chloride. J. Am. Chem. Soc.
1987, 109, 3444.
334. J.B. Noar and T.C. Bruice. Decarboxylated Methoxatin Analogues.
Synthesis of 7- and 9-Decarboxymethoxatin. J. Org. Chem. 1987, 52,
1942.
335. P.N. Balasubramanian; E.S. Schmidt and T.C. Bruice. Catalase
Modeling. 2. Dynamics of a Water-Soluble and Non µ-Oxo Dimer
Forming Manganese(III) Porphyrin with Hydrogen Peroxide. J. Am.
Chem. Soc. 1987, 109, 7865.
336. E. Gopinath and T.C. Bruice. Assistance of Protodemercuration
by Bis-Thiol Ligation and Nucleophilic Catalysis. A Model Study Which
Relates to the Organomercurial Lyase Reaction. J. Am. Chem. Soc. 1987,
109, 7903.
337. T.C. Bruice. Porphyrin Iron(III) Mixed Function Oxidases: An Evolutionary
Endpoint for Transition Metal(III) Reactions with Oxygen Donors. Cold
Spring Harbor Symposia Quant. Biol. 1987, 52, 567.
338. C.M. Dicken; P.N. Balasubramanian and T.C. Bruice. Oxygen
Transfer from p-Cyano-N,N-dimethylaniline N-oxide to the µ-Oxo
Dimer of (meso-Tetraphenylporphinato)iron(III). Inorg. Chem. 1988,
27,
197.
339. A. Castellino and T.C. Bruice. Intermediates in the Epoxidation
of Alkenes by Cytochrome P-450 Models. 1. cis-Stilbene as a Mechanistic
Probe. J. Am. Chem. Soc. 1988, 110, 158.
340. R.W. Lee; P.C. Nakagaki; P.N. Balasubramanian; and T.C. Bruice.
Observations and comments on the mechanism of epoxidation of alkenes
by manganese(III) porphyrins with hypochlorite. Proc. Natl. Acad. Sci.
(USA) 1988, 85, 641.
341. A.J. Castellino and T.C. Bruice. Radical Intermediates in the
Epoxidation of Alkenes by Cytochrome P-450 Model Systems. The Design
of a Hypersensitive Radical Probe. J. Am. Chem. Soc. 1988, 110, 1313.
342. W.A. Lee; L.-C. Yuan and T.C. Bruice. Oxygen Transfer from Percarboxylic
Acids and Alkyl Hydroperoxides to (meso- Tetraphenylporphinato)iron(III)
and chromium(III). J. Am. Chem. Soc. 1988, 110, 4277.
343. M.F. Powell and T.C. Bruice. Hydride vs. Electron Transfer in
the Oxidation of NADH Model Compounds. In Oxidases and Related Redox
Systems; H. S. Mason; Ed.; A. R. Liss, Inc.: New York, NY, 1988; 369-385.
344. P.C. Nakagaki; T.S. Calderwood; and T.C. Bruice. Relevance of
the reaction of a manganese(III) chelate with hydroxyl ion to photosynthesis:
Reaction of hydroxide ion with 5,10,15,20- tetrakis(2,4,6-trimethylphenyl)porphinato-manganese(III)
in ligating and non-ligating solvents. Proc. Natl. Acad. Sci. (USA)
1988, 85, 5424.
345. D. Ostovic and T.C. Bruice. Transition-State Geometry in Epoxidation
by Iron-Oxo Porphyrin at the Compound I Oxidation Level. Epoxidation
of Alkenes Catalyzed by a Sterically Hindered (meso-Tetrakis(2,6-dibromophenyl)
porphinato)iron(III) Chloride. J. Am. Chem. Soc. 1988, 110, 6906.
346. Bruice, Thomas C.. Formation and reactions of hypervalent metallo-oxo
porphyrins. Chemical studies related to peroxidase, catalase, and P-450
enzymes. Proceedings of the Robert A. Welch Foundation Conference on
Chemical Research 1987, 31, 36-70.
347. J.R. Lindsay Smith; P.N. Balasubramanian; and T.C. Bruice.
The Dynamics of Reaction of a Water-Soluble and Non µ-oxo
Dimer Forming Iron(III) Porphyrin with tert-Butyl Hydroperoxide
in Aqueous
Solution.
1. Studies Using a Trap for Immediate Oxidation Products. J. Am.
Chem. Soc. 1988, 110, 7411.
348. A.J. Castellino and T.C. Bruice. Intermediates in the Epoxidation
of Alkenes by Cytochrome P-450 Models. 2. Use of the trans- 2,trans-3-Diphenylcyclopropyl
Substitutent in a Search for Radical Intermediates. J. Am. Chem. Soc.
1988, 110, 7512.
349. T.C. Bruice; P.N. Balasubramanian; R.W. Lee; and J.R. Lindsay
Smith. The Mechanism of Hydroperoxide O-O Bond Scission on Reaction
of Hydroperoxides with Iron(III) Porphyrins. J. Am. Chem. Soc. 1988,
110, 7890.
350. T.C. Bruice. The Mechanisms of Oxygen Transfer From Acyl and Alkyl
Hydroperoxides to Metal(III) Porphyrins and the Epoxidation of Alkenes
by the Resultant Hypervalent Metal-Oxo Porphyrin Products. Aldrichimica
Acta 1988, 21, 87.
351. Bruice, Thomas C.. Chemical studies and the mechanism of flavin
mixed function oxidase enzymes. Molecular Structure and Energetics
1988, 9(Mech. Princ. Enzyme Act.), 315-52.
352. Bruice, Thomas C.. Chemical studies related to iron protoporphyrin-IX
mixed-function oxidases. Molecular Structure and Energetics 1988, 9(Mech.
Princ. Enzyme Act.), 227-77.
353. J.M. Garrison and T. C. Bruice. Intermediates in the Epoxidation
of Alkenes by Cytochrome P-450 Models. 3. Mechanism of Oxygen Transfer
from Substituted Oxochromium(V) Porphyrins to Olefinic Substrates.
J. Am. Chem. Soc. 1989, 111, 191.
355. R.W. Lee; P.C. Nakagaki; and T.C. Bruice. The Kinetics for the
Reaction of Hypochlorite with a Manganese(III) Porphyrin and Subsequent
Epoxidation of Alkenes in a Homogeneous Solution. J. Am. Chem. Soc.
1989, 111, 1368.
356. P.N. Balasubramanian; J.R. Lindsay Smith; M.J. Davies; T.W. Kaaret
and T.C. Bruice. Dynamics of Reaction of (meso-Tetrakis(2,6-dimethyl-3-sulfonatophenyl)porphinato)-iron(III)
Hydrate with tert-Butyl Hydroperoxide in Aqueous Solution. 2 Establishment
of a Mechanism That Involves Homolytic O-O Bond Breaking and One-Electron
Oxidation of the Iron(III) Porphyrin. J. Am. Chem. Soc. 1989, 111,
1477.
357. E. Gopinath; T.W. Kaaret; and T.C. Bruice. Mechanism of mercury(II)
reductase and the influence of ligation on the reduction of mercury(II)
by a water soluble 1,5-dihydroflavin. Proc. Natl. Acad. Sci. (USA)
1989, 86, 3041.
358. J.M. Garrison; D. Ostovic; and T.C. Bruice. Is a Linear Relationship
between the Free-Energies of Activation and One- Electron Oxidation
Potential Evidence for One-Electron Transfer Being Rate Determining?
Intermediates in the Epoxidation of Alkenes by Cytochrome P-450 Models.
4. Epoxidation of a Series of Alkenes by Oxo(meso-tetrakis-(2,6-dibromophenyl)-
porphinato)-chromium (V). J. Am. Chem. Soc. 1989, 111, 4960.
359. D. Ostovic and T.C. Bruice. Intermediates in the Epoxidation of
Alkenes by Cytochrome P-450 Models. 5. Epoxidation of Alkenes Catalyzed
by Sterically Hindered (meso-Tetrakis(2,6- dibromophenyl)porphinato)iron(III)
Chloride. J. Am. Chem. Soc. 1989, 111, 6511.
360. E.J. Rodriguez and T.C. Bruice. Reaction of Methoxatin and 9-
Decarboxymethoxatin with Benzylamine. Dynamics and Products. J. Am.
Chem. Soc. 1989, 111, 7947.
361. P.N. Balasubramanian; R.W. Lee and T.C. Bruice. Reaction of (meso-Tetrakis(2,6-demethyl-3-sulfonatophenyl)porphinato-
iron(III) Hydrate with Various Acyl and Alkyl Hydroperoxides Aqueous
Solution. J. Am. Chem. Soc. 1989, 111, 8714.
362. H.-Y. Mei; T.W. Kaaret; and T.C. Bruice. A computational approach
tothe mechanism of self-cleavage of hammerhead RNA. Proc. Natl. Acad.
Sci. (USA) 1989, 86, 9727.
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