Efficient intermolecular [2+2+2] alkyne cyclotrimerization in aqueous medium using a ruthenium(IV) precatalyst

被引:92
作者
Cadierno, Victorio [1 ]
Garcia-Garrido, Sergio E. [1 ]
Gimeno, Jose [1 ]
机构
[1] Univ Oviedo, CSIC, Inst Univ Quim Organomet Enrique Moles, Dept Quim Organ & Inorgan,Unidad Asociada, E-33006 Oviedo, Spain
关键词
D O I
10.1021/ja066552k
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The dimeric bis(allyl)-ruthenium(IV) complex [{Ru(η3:η3-C10H16)(μ-Cl)Cl}2] (C10H16 = 2,7-dimethylocta-2,6-diene-1,8-diyl) was found to catalyze efficiently the [2 + 2 + 2] cyclization of terminal and internal alkynes in aqueous medium. Copyright © 2006 American Chemical Society.
引用
收藏
页码:15094 / 15095
页数:2
相关论文
共 25 条
[1]   Transition-metal-catalyzed addition of heteroatom-hydrogen bonds to alkynes [J].
Alonso, F ;
Beletskaya, IP ;
Yus, M .
CHEMICAL REVIEWS, 2004, 104 (06) :3079-3159
[2]   Organometallic chemistry in supercritical water: metallorganic products of the CpCo-catalyzed cyclotrimerization of acetylenes [J].
Borwieck, H ;
Walter, O ;
Dinjus, E ;
Rebizant, J .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1998, 570 (01) :121-127
[3]   Bis(allyl)-ruthenium(IV) complexes as highly efficient catalysts for the redox isomerization of allylic alcohols into carbonyl compounds in organic and aqueous media:: Scope, limitations, and theoretical analysis of the mechanism [J].
Cadierno, V ;
García-Garrido, SE ;
Gimeno, J ;
Varela-Alvarez, A ;
Sordo, JA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (04) :1360-1370
[4]   Bis(allyl)-ruthenium(IV) complexes:: Promising precursors for catalytic organic synthesis [J].
Cadierno, V ;
Crochet, P ;
García-Garrido, SE ;
Gimeno, J .
CURRENT ORGANIC CHEMISTRY, 2006, 10 (02) :165-183
[5]   Ru(IV)-catalyzed isomerization of allylamines in water:: A highly efficient procedure for the deprotection of N-allylic amines [J].
Cadierno, V ;
García-Garrido, SE ;
Gimeno, J ;
Nebra, N .
CHEMICAL COMMUNICATIONS, 2005, (32) :4086-4088
[6]   Synthesis and reactivity of α,β-unsaturated alkylidene and cumulenylidene group 8 half-sandwich complexes [J].
Cadierno, V ;
Gamasa, MP ;
Gimeno, J .
COORDINATION CHEMISTRY REVIEWS, 2004, 248 (15-16) :1627-1657
[7]   Catalyzed reactions of alkynes in water [J].
Chen, Liang ;
Li, Chao-Jun .
ADVANCED SYNTHESIS & CATALYSIS, 2006, 348 (12-13) :1459-1484
[8]   METAL-CATALYZED ALKYNE CYCLOTRIMERIZATIONS IN SUPERCRITICAL WATER [J].
JEROME, KS ;
PARSONS, EJ .
ORGANOMETALLICS, 1993, 12 (08) :2991-2993
[9]  
Joo F., 2001, Aqueous Organometallic Catalysis
[10]   Rhodium-catalyzed [2+2+2] cyclotrimerization in an aqueous-organic biphasic system [J].
Kinoshita, H ;
Shinokubo, H ;
Ohsima, K .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (26) :7784-7785