A Tandem Approach to Photoactivated Olefin Metathesis: Combining a Photoacid Generator with an Acid Activated Catalyst

被引:72
作者
Keitz, Benjamin K. [1 ]
Grubbs, Robert H. [1 ]
机构
[1] CALTECH, Arnold & Mabel Beckman Labs Chem Synth, Div Chem & Chem Engn, Pasadena, CA 91125 USA
基金
美国国家科学基金会;
关键词
HETEROCYCLIC CARBENE LIGANDS; POLYMERIZATION; BEARING; IRRADIATION; INITIATORS; COMPLEXES; DYES; RCM;
D O I
10.1021/ja807187u
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Combining an acid activated precatalyst with a photoacid generator (PAG) in the presence of ultraviolet light resulted in a highly efficient catalyst for olefin metathesis. The tandem system of precatalyst and PAG was capable of both ring closing metathesis (RCM) and ring opening metathesis polymerization (ROMP) in good to excellent conversion. Mechanistic investigations revealed that the catalytically active species is very similar to that of other well-known Ru-based catalysts
引用
收藏
页码:2038 / +
页数:4
相关论文
共 36 条
[1]   DYE-SENSITIZED PHOTOINITIATED CATIONIC POLYMERIZATION [J].
CRIVELLO, JV ;
LAM, JHW .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 1978, 16 (10) :2441-2451
[2]   PHOTOCHEMISTRY OF TRIARYLSULFONIUM SALTS [J].
DEKTAR, JL ;
HACKER, NP .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (16) :6004-6015
[3]  
Delaude L, 2002, ADV SYNTH CATAL, V344, P749, DOI 10.1002/1615-4169(200208)344:6/7<749::AID-ADSC749>3.0.CO
[4]  
2-T
[5]   Visible light induced ring-opening metathesis polymerisation of cyclooctene [J].
Delaude, L ;
Demonceau, A ;
Noels, AF .
CHEMICAL COMMUNICATIONS, 2001, (11) :986-987
[6]  
Fürstner A, 2000, ANGEW CHEM INT EDIT, V39, P3012
[7]   A most user-friendly protocol for ring closing metathesis reactions [J].
Fürstner, A ;
Ackermann, L .
CHEMICAL COMMUNICATIONS, 1999, (01) :95-96
[8]   A dormant ruthenium catalyst bearing a chelating carboxylate ligand: In situ activation and application in metathesis reactions [J].
Gawin, Rafal ;
Makal, Anna ;
Wozniak, Krzysztof ;
Mauduit, Marc ;
Grela, Karol .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (38) :7206-7209
[9]   Recent advances in olefin metathesis and its application in organic synthesis [J].
Grubbs, RH ;
Chang, S .
TETRAHEDRON, 1998, 54 (18) :4413-4450
[10]   New tunable catalysts for olefin metathesis: Controlling the initiation through electronic factors [J].
Gulajski, Lukasz ;
Michrowska, Anna ;
Bujok, Robert ;
Grela, Karol .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2006, 254 (1-2) :118-123