Solvents for ring-closing metathesis reactions

被引:50
作者
Adjiman, Claire S. [1 ]
Clarke, Adam J. [2 ]
Cooper, Gregory [2 ]
Taylor, Paul C. [2 ]
机构
[1] Univ London Imperial Coll Sci Technol & Med, Dept Chem Engn, Ctr Proc Syst Engn, London SW7 2AZ, England
[2] Univ Warwick, Dept Chem, Coventry CV4 7AL, W Midlands, England
基金
英国工程与自然科学研究理事会;
关键词
D O I
10.1039/b802921k
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A study of the influence of eight diverse solvents on a Grubbs II-catalysed ring-closing metathesis (RCM) reaction reveals a complex dependence of the different reaction steps on the solvent and suggests acetic acid as a useful solvent for RCM reactions.
引用
收藏
页码:2806 / 2808
页数:3
相关论文
共 29 条
[1]   LINEAR SOLVATION ENERGY RELATIONSHIPS .37. AN ANALYSIS OF CONTRIBUTIONS OF DIPOLARITY POLARIZABILITY, NUCLEOPHILIC ASSISTANCE, ELECTROPHILIC ASSISTANCE, AND CAVITY TERMS TO SOLVENT EFFECTS ON TERT-BUTYL HALIDE SOLVOLYSIS RATES [J].
ABRAHAM, MH ;
DOHERTY, RM ;
KAMLET, MJ ;
HARRIS, JM ;
TAFT, RW .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1987, (07) :913-920
[2]   Mechanism and activity of ruthenium olefin metathesis catalysts: The role of ligands and substrates from a theoretical perspective [J].
Adlhart, C ;
Chen, P .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (11) :3496-3510
[3]   The isomerization equilibrium between cis and trans chloride ruthenium olefin metathesis catalysts from quantum mechanics calculations [J].
Benitez, D ;
Goddard, WA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (35) :12218-12219
[4]   Reaction progress kinetic analysis: A powerful methodology for mechanistic studies of complex catalytic reactions [J].
Blackmond, DG .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (28) :4302-4320
[5]   Catalytic activity and selectivity of Ru(=CHPh)C12(PCy3)2 in the metathesis of linear alkenes [J].
Buchowicz, W ;
Mol, JC .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 1999, 148 (1-2) :97-103
[6]   What is a green solvent?: A comprehensive framework for the environmental assessment of solvents [J].
Capello, Christian ;
Fischer, Ulrich ;
Hungerbuehler, Konrad .
GREEN CHEMISTRY, 2007, 9 (09) :927-934
[7]   Mechanism of ruthenium-catalyzed olefin metathesis reactions from a theoretical perspective [J].
Cavallo, L .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (30) :8965-8973
[8]   The elusive mechanism of olefin metathesis promoted by (NHC) ru-based catalysts: A trade between steric, electronic, and solvent effects [J].
Correa, Andrea ;
Cavallo, Luigi .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (41) :13352-13353
[9]   Well-defined ruthenium olefin metathesis catalysts: Mechanism and activity [J].
Dias, EL ;
Nguyen, ST ;
Grubbs, RH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (17) :3887-3897
[10]   Molecular Modeling of ruthenium alkylidene mediated olefin metathesis reactions. DFT study of reaction pathways [J].
Fomine, S ;
Vargas, SM ;
Tlenkopatchev, MA .
ORGANOMETALLICS, 2003, 22 (01) :93-99