Ruthenium dihydride complexes as enyne metathesis catalysts

被引:7
作者
Dolan, Martin A. [1 ]
Dixon, Alexandre D. C. [1 ]
Chisholm, John D. [1 ]
Clark, Daniel A. [1 ]
机构
[1] Syracuse Univ, Dept Chem, Ctr Sci & Technol 1 014, Syracuse, NY 13244 USA
基金
美国国家科学基金会;
关键词
Metathesis; Enyne; Alkyne; 1,3-Diene; Ruthenium; Dihydride; OLEFIN METATHESIS; ATOM ECONOMY; STEREOSELECTIVE-SYNTHESIS; TRANS-SILYLVINYLATION; CONVENIENT METHOD; INTERNAL ALKYNES; BOND; REMOVAL; CYCLOADDITION; 1,3-DIENES;
D O I
10.1016/j.tetlet.2018.11.016
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Ruthenium-catalyzed enyne metathesis is a reliable and efficient method for the formation of 1,3-dienes, a common structural motif in synthetic organic chemistry. The development of new transition-metal complexes competent to catalyze enyne metathesis reactions remains an important research area. This report describes the use of ruthenium (IV) dihydride complexes with the general structure RuH2Cl2(PR3)(2) as new catalysts for enyne metathesis. These ruthenium (IV) dihydrides have been largely unexplored as catalysts in metathesis-based transformations. The reactivity of these complexes with 1,6 and 1,7-enynes was investigated. The observed reaction products are consistent with the metathesis activity occurring through a ruthenium vinylidene intermediate. (C) 2018 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4471 / 4474
页数:4
相关论文
共 63 条
[1]   A convenient method for the efficient removal of ruthenium byproducts generated during olefin metathesis reactions [J].
Ahn, YM ;
Yang, K ;
Georg, GI .
ORGANIC LETTERS, 2001, 3 (09) :1411-1413
[2]   1,4-Diiodo-1,3-dienes: Versatile Reagents in Organic Synthesis [J].
Ananikov, Valentine P. ;
Hazipov, Oleg V. ;
Beletskaya, Irina P. .
CHEMISTRY-AN ASIAN JOURNAL, 2011, 6 (02) :306-323
[3]  
[Anonymous], [No title captured]
[4]  
[Anonymous], 2002, CROSS COUPLING REACT
[5]  
[Anonymous], 2009, SCI SYNTH
[6]   Reaction between ruthenium(0) complexes and dihalo compounds. A new method for the synthesis of ruthenium olefin metathesis catalysts [J].
Belderrain, TR ;
Grubbs, RH .
ORGANOMETALLICS, 1997, 16 (18) :4001-4003
[7]  
Beletskaya I.P., 2004, COMPREHENSIVE COORDI, V9, P305
[8]   Near-infrared absorbing organic materials with nonlinear transmission properties [J].
Calvete, Mario J. F. .
INTERNATIONAL REVIEWS IN PHYSICAL CHEMISTRY, 2012, 31 (03) :319-366
[9]   Synthesis of Conjugated Polymers for Organic Solar Cell Applications [J].
Cheng, Yen-Ju ;
Yang, Sheng-Hsiung ;
Hsu, Chain-Shu .
CHEMICAL REVIEWS, 2009, 109 (11) :5868-5923
[10]   Atom Economy in the Metathesis Cross-Coupling of Alkenes and Alkynes [J].
Clark, Joseph R. ;
Diver, Steven T. .
ORGANIC LETTERS, 2011, 13 (11) :2896-2899