Regioselective C-H Activation Preceded by Csp2-Csp3 Reductive Elimination from Cyclometalated Platinum(IV) Complexes

被引：30

作者：

Anderson, Craig M. ^{[1
]}

Crespo, Margarita ^{[2
]}

Kfoury, Nicole ^{[1
]}

Weinstein, Michael A. ^{[1
]}

Tanski, Joseph M. ^{[3
]}

机构：

[1] Bard Coll, Dept Chem, Annandale On Hudson, NY 12504 USA

[2] Univ Barcelona, Fac Quim, Dept Quim Inorgan, E-08028 Barcelona, Spain

[3] Vassar Coll, Dept Chem, Poughkeepsie, NY 12601 USA

来源：

ORGANOMETALLICS | 2013年 / 32卷 / 15期

基金：

美国国家科学基金会;

关键词：

D O I：

10.1021/om400398g

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Reductive elimination reactions of the cyclometalated platinum-(IV) compounds [PtMe2Cl{C6H4CH=NCH2(4-ClC6H4)}L] and [PtMe2Br{C6H4CH=NCH2(C6H5)}L] (L = SMe2, PPh3) to form C-sp3-C-sp2 bonds, followed by either exclusive C H bond activation (L = SMe2) or competition between C-sp2-H and C-sp3-H bond activation (L = PPh3), are reported. Isomerization to give endo products instead of the expected exo complex was observed for the ligand C6H4CH=NCH2(2-BrC6H5), and formation of an endo six-membered platinacycle occurs for the ligand 2,4,6-Me3C6H2CH=NCH2(2-BrC6H4).

引用

页码：4199 / 4207

页数：9

共 64 条

[1] CYCLOPALLADATION OF N-MESITYLBENZYLIDENEAMINES - AROMATIC VERSUS ALIPHATIC C-H ACTIVATION [J].

ALBERT, J ;

CEDER, RM ;

GOMEZ, M ;

GRANELL, J ;

SALES, J .

ORGANOMETALLICS, 1992, 11 (04) :1536-1541

[2] Cyclometalation Using d-Block Transition Metals: Fundamental Aspects and Recent Trends [J].

Albrecht, Martin .

CHEMICAL REVIEWS, 2010, 110 (02) :576-623

[3] Cyclometallated platinum complexes with thienyl imines.: X-ray crystal structure of [PtMe{3-(PhCH2NCH)C4H2S}PPh3] [J].

Anderson, C ;

Crespo, M ;

Font-Bardía, M ;

Klein, A ;

Solans, X .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2000, 601 (01) :22-33

[4] Oxidative addition of alkyl halides to chiral cyclometallated platinum(II) complexes with thienyl imines.: X-ray crystal structure of [PtMe{3-((S)-PhCHMeNCH)C4H2S}SMe2] [J].

Anderson, C ;

Crespo, M ;

Font-Bardía, M ;

Solans, X .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2000, 604 (02) :178-185

[5]

Anderson C. M., 1989, CHEM COMMUN, V18, P1297

[6] COMPETITION BETWEEN INTRAMOLECULAR OXIDATIVE ADDITION AND ORTHO METALATION IN ORGANOPLATINUM(II) COMPOUNDS - ACTIVATION OF ARYL HALOGEN BONDS [J].

ANDERSON, CM ;

CRESPO, M ;

JENNINGS, MC ;

LOUGH, AJ ;

FERGUSON, G ;

PUDDEPHATT, RJ .

ORGANOMETALLICS, 1991, 10 (08) :2672-2679

[7] ACTIVATION OF AROMATIC CARBON FLUORINE BONDS BY ORGANOPLATINUM COMPLEXES [J].

ANDERSON, CM ;

CRESPO, M ;

FERGUSON, G ;

LOUGH, AJ ;

PUDDEPHATT, RJ .

ORGANOMETALLICS, 1992, 11 (03) :1177-1181

[8] The gem-dialkyl effect as a test for preliminary diphosphine chelate opening in a reductive elimination reaction [J].

Arthur, KL ;

Wang, QL ;

Bregel, DM ;

Smythe, NA ;

O'Neill, BA ;

Goldberg, KI ;

Moloy, KG .

ORGANOMETALLICS, 2005, 24 (19) :4624-4628

[9] Synthesis of highly 1,3-proton shift transferable N-benzyl imines of trifluoroacetophenone under the "low-basicity" reaction conditions [J].

Berbasov, DO ;

Ojemaye, ID ;

Soloshonok, VA .

JOURNAL OF FLUORINE CHEMISTRY, 2004, 125 (04) :603-607

[10] MECHANISM OF REDUCTIVE ELIMINATION OF ETHANE FROM SOME HALOGENO-TRIMETHYLBIS(TERTIARY PHOSPHINE)PLATINUM(IV)COMPLEXES [J].

BROWN, MP ;

PUDDEPHATT, RJ ;

UPTON, CEE .

JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1974, (22) :2457-2465

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