Synthesis and activity of a new generation of ruthenium-based olefin metathesis catalysts coordinated with 1,3-dimesityl-4,5-dihydroimidazol-2-ylidene ligands

被引：3251

作者：

Scholl, M ^{[1
]}

Ding, S ^{[1
]}

Lee, CW ^{[1
]}

Grubbs, RH ^{[1
]}

机构：

[1] CALTECH, Div Chem & Chem Engn, Arnold & Mabel Beckman Labs Chem Synthesis, Pasadena, CA 91125 USA

来源：

ORGANIC LETTERS | 1999年 / 1卷 / 06期

关键词：

D O I：

10.1021/ol990909q

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] A new family of 1,3 dimesityl-4,5-dihydroimidazol-2-ylidene ruthenium based complexes 9a-c has been prepared starting from RuCl2(=CHPh)(PCy3)(2) 2. These air and water tolerant complexes were shown to exhibit an increased ring-closing metathesis activity at elevated temperature when compared to that of the parent complex 2 and the previously developed complex 3, In many instances the activity of these complexes also rivaled or exceeded that of the alkoxy-imido molybdenum complex 1. Catalyst loadings of as low as 0.05 mol % could be used.

引用

页码：953 / 956

页数：4

共 37 条

[1] Ruthenium carbene complexes with imidazolin-2-ylidene ligands allow the formation of tetrasubstituted cycloalkenes by RCM [J].

Ackermann, L ;

Fürstner, A ;

Weskamp, T ;

Kohl, FJ ;

Herrmann, WA .

TETRAHEDRON LETTERS, 1999, 40 (26) :4787-4790

[2] Complexation of stable carbenes with alkali metals [J].

Alder, RW ;

Blake, ME ;

Bortolotti, C ;

Bufali, S ;

Butts, CP ;

Linehan, E ;

Oliva, JM ;

Orpen, AG ;

Quayle, MJ .

CHEMICAL COMMUNICATIONS, 1999, (03) :241-242

[3] Bis(diisopropylamino)carbene [J].

Alder, RW ;

Allen, PR ;

Murray, M ;

Orpen, AG .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1996, 35 (10) :1121-1123

[4] A STABLE DIAMINOCARBENE [J].

ARDUENGO, AJ ;

GOERLICH, JR ;

MARSHALL, WJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (44) :11027-11028

[5] LIVING RING-OPENING METATHESIS POLYMERIZATION OF 2,3-DIFUNCTIONALIZED NORBORNADIENES BY MO(CH-TERT-BU)(N-2,6-C6H3-ISO-PR2)(O-TERT-BU)2 [J].

BAZAN, GC ;

KHOSRAVI, E ;

SCHROCK, RR ;

FEAST, WJ ;

GIBSON, VC ;

OREGAN, MB ;

THOMAS, JK ;

DAVIS, WM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (23) :8378-8387

[6] LIVING RING-OPENING METATHESIS POLYMERIZATION OF 2,3-DIFUNCTIONALIZED 7-OXANORBORNENES AND 7-OXANORBORNADIENES BY MO(CHCME2R)(N-2,6-C6H3-ISO-PR2)(O-TERT-BU)2 AND MO(CHCME2R)(N-2,6-C6H3-ISO-PR2)(OCME2CF3)2 [J].

BAZAN, GC ;

OSKAM, JH ;

CHO, HN ;

PARK, LY ;

SCHROCK, RR .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (18) :6899-6907

[7] 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

[8] GLYOXAL AS SYNTHON .3. A SIMPLE SYNTHESIS OF AMINOPYRROLES AND OF DIHYDROPYRROLO[3,2-B]PYRROLES [J].

DIECK, HT ;

VERFURTH, U ;

DIBLITZ, K ;

EHLERS, J ;

FENDESAK, G .

CHEMISCHE BERICHTE, 1989, 122 (01) :129-131

[9]

DING S, 1999, UNPUB J AM CHEM SOC

[10] PREPARATION, STRUCTURE, AND REACTIVITY OF 1,3,4-TRIPHENYL-4,5-DIHYDRO-1H-1,2,4-TRIAZOL-5-YLIDENE, A NEW STABLE CARBENE [J].

ENDERS, D ;

BREUER, K ;

RAABE, G ;

RUNSINK, J ;

TELES, JH ;

MELDER, JP ;

EBEL, K ;

BRODE, S .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1995, 34 (09) :1021-1023

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