Direct C(sp3)-O reductive elimination of olefin oxides from PtIV-oxetanes prepared by aerobic oxidation of PtII olefin derivatives (Olefin = cis-cyclooctene, norbornene)

被引：70

作者：

Khusnutdinova, Julia R. ^{[1
]}

Newman, Laura L. ^{[1
]}

Zavalij, Peter Y. ^{[1
]}

Lam, Yiu-Fai ^{[1
]}

Vedernikov, Andrei N. ^{[1
]}

机构：

[1] Univ Maryland, Dept Chem & Biochem, College Pk, MD 20742 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2008年 / 130卷 / 07期

关键词：

D O I：

10.1021/ja7107323

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Internal olefins, cis-cyclooctene and norbornene, react with (dpms)Pt-II(OH)(ethene) in water to produce Pt-II oxetanes (norbornene) or hydroxo olefin complexes (cis-cyclooctene); both produce anionic Pt-II oxetanes in basic solutions; their subsequent aerobic oxidation cleanly furnishes corresponding Pt-II oxetanes that undergo direct C(sp(3))-O reductive elimination of olefin oxides in various solvents and in the solid-state that is unprecedented for Pt-IV.

引用

页码：2174 / +

页数：3

共 19 条

[1] Electrophilic activation of alkenes by platinum(II):: So much more than a slow version of palladium(II)
Chianese, Anthony R.
Lee, Stephen J.
Gagne, Michel R.
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (22) : 4042 - 4059
[2] Reactions of gold(III) oxo complexes with cyclic alkenes
Cinellu, MA
Minghetti, G
Cocco, T
Stoccoro, S
Zucca, A
Manassero, M
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (42) : 6892 - 6895
[3] Functional models for rhodium-mediated olefin-oxygenation catalysis
de Bruin, B
Budzelaar, PHM
Gal, AW
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (32) : 4142 - 4157
[4] DESAI LV, 2007, CHEM INT ED, V46, P5737
[5] Transition metal catalyzed oxidative functionalization of carbon-hydrogen bonds
Dick, AR
Sanford, MS
[J]. TETRAHEDRON, 2006, 62 (11) : 2439 - 2463
[6] Direct observation of reductive elimination of methyl iodide from a rhodium(III) pincer complex: The importance of sterics
Frech, Christian M.
Milstein, David
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (38) : 12434 - 12435
[7] JORGENSEN KA, 1990, CHEM REV, V90, P1483
[8] C-O coupling of LPtIVMe(OH)X complexes in water (X=18OH, OH, OMe; L = di(2-pyridyl)methane sulfonate)
Khusnutdinova, Julia R.
Zavalij, Peter Y.
Vedernikov, Andrei N.
[J]. ORGANOMETALLICS, 2007, 26 (14) : 3466 - 3483
[9] Facile aerobic oxidation of dpms-platinum(II) ethylene complexes (dpms = di(2-pyridyl)methanesulfonate)
Khusnutdinova, Julia R.
Zavalij, Peter Y.
Vedernikov, Andrei N.
[J]. ORGANOMETALLICS, 2007, 26 (09) : 2402 - 2413
[10] Highly regioselective Pd-catalyzed intermolecular aminoacetoxylation of alkenes and evidence for cis-aminopalladation and SN2 C-O bond formation
Liu, Guosheng
Stahl, Shannon S.
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (22) : 7179 - 7181

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