First Cyclic Carbodiphosphoranes of Copper(I) and Gold(I) and Their Application in the Catalytic Cleavage of X-H Bonds (X = N and O)

被引：47

作者：

Corberan, Rosa ^{[1
]}

Marrot, Sebastien ^{[2
]}

Dellus, Nicolas ^{[2
]}

Merceron-Saffon, Nathalie ^{[3
]}

Kato, Tsuyoshi ^{[2
]}

Peris, Eduardo ^{[1
]}

Baceiredo, Antoine ^{[2
]}

机构：

[1] Univ Jaume 1, Dept Quim Inorgan & Organ, Castellon de La Plana 12080, Spain

[2] Univ Toulouse 3, UMR 5069, Lab Heterochim Fondamentale & Appl, F-31062 Toulouse 09, France

[3] Univ Toulouse 3, FR Struct Federat Toulousaine Chim Mol 2599, F-31062 Toulouse 09, France

来源：

ORGANOMETALLICS | 2009年 / 28卷 / 01期

关键词：

HETEROCYCLIC CARBENE COMPLEXES; COINAGE METAL-COMPLEXES; IMIDAZOLIUM SALT; LIGANDS; REACTIVITY; HEXAPHENYLCARBODIPHOSPHORANE; HYDROAMINATION; REARRANGEMENT; NHC; AU;

D O I：

10.1021/om8008958

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Three new carbodiphosphorane complexes, (PHCP)M(tBuO) (PHCP = carbodiphosphorane; M = Cu, Au) and (PHCP)CuCl, were readily prepared by reaction of the carbodiphosphorane 2 with CuCl or AuCl(Me,,S). The three complexes have been fully characterized, and their crystal structures have been determined. The two tert-butoxide complexes were tested in the catalytic anti-Markovnikov hydroamination and hydroalkoxylation of acrylonitrile, involving the first catalytic application of a carbodiphosphorane complex reported to date.

引用

页码：326 / 330

页数：5

共 70 条

[1] Reversible C-F bond formation and the Au-catalyzed hydrofluorination of alkynes [J].

Akana, Jennifer A. ;

Bhattacharyya, Koyel X. ;

Mueller, Peter ;

Sadighi, Joseph P. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (25) :7736-+

[2] Asymmetric synthesis with N-heterocyclic carbenes.: Application to the copper-catalyzed conjugate addition [J].

Alexakis, A ;

Winn, CL ;

Guillen, F ;

Pytkowicz, J ;

Roland, S ;

Mangeney, P .

ADVANCED SYNTHESIS & CATALYSIS, 2003, 345 (03) :345-348

[3] An anion-dependent switch in selectivity results from a change of C-H activation mechanism in the reaction of an imidazolium salt with IrH5(PPh3)2 [J].

Appelhans, LN ;

Zuccaccia, D ;

Kovacevic, A ;

Chianese, AR ;

Miecznikowski, JR ;

Macchioni, A ;

Clot, E ;

Eisenstein, O ;

Crabtree, RH .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (46) :16299-16311

[4] Asymmetric lithium(I) and copper(II) alkoxy-N-heterocyclic carbene complexes;: crystallographic characterisation and Lewis acid catalysis [J].

Arnold, PL ;

Rodden, M ;

Davis, KM ;

Scarisbrick, AC ;

Blake, AJ ;

Wilson, C .

CHEMICAL COMMUNICATIONS, 2004, (14) :1612-1613

[5] INTERACTION OF HEXAPHENYLCARBODIPHOSPHORANE WITH THE TRIMETHYLPLATINUM(IV) CATION [J].

BALDWIN, JC ;

KASKA, WC .

INORGANIC CHEMISTRY, 1979, 18 (03) :686-691

[6] NEW SYNTHETIC METHODS .19. PHOSPHACUMULENE YLIDES AND PHOSPHAALLENE YLIDES [J].

BESTMANN, HJ .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1977, 16 (06) :349-364

[7] Synthesis of a transient tropylidene substituted N-heterocyclic carbene (tropNHC):: rearrangement and formation of its gold complex [J].

Böhler, C ;

Stein, D ;

Donati, N ;

Grützmacher, H .

NEW JOURNAL OF CHEMISTRY, 2002, 26 (10) :1291-1295

[8] REACTIONS OF SYMMETRIC C-IMIDAZOLYLGOLD(I) LEADING TO AU(I) CARBENE COMPLEXES OR MIXED-VALENCE OR AU(III) IMIDAZOLYL DERIVATIVES - CRYSTAL-STRUCTURE OF [1-BENZYL-3-(CARBOETHOXY)IMIDAZOLIN-2-YLIDEN]CHLOROGOLD(I) [J].

BONATI, F ;

BURINI, A ;

PIETRONI, BR ;

BOVIO, B .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1991, 408 (02) :271-280

[9] Stable carbenes [J].

Bourissou, D ;

Guerret, O ;

Gabbaï, FP ;

Bertrand, G .

CHEMICAL REVIEWS, 2000, 100 (01) :39-91

[10] CATIONIC PHOSPHONIUM CARBYNE AND BIS(PHOSPHONIUM) CARBENE TUNGSTEN COMPLEXES - [TP'(OC)2WC(PME3)1][PFE], [TP'(OC)2WC(PME3)2][PF6] [J].

BRUCE, AE ;

GAMBLE, AS ;

TONKER, TL ;

TEMPLETON, JL .

ORGANOMETALLICS, 1987, 6 (06) :1350-1352

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