Ruthenium carbene-based olefin metathesis initiators: Catalyst decomposition and longevity

被引：331

作者：

Ulman, M ^{[1
]}

Grubbs, RH ^{[1
]}

机构：

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

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1999年 / 64卷 / 19期

关键词：

D O I：

10.1021/jo9908703

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Thermolytic decomposition pathways were studied for several ruthenium carbene-based olefin metathesis catalysts. Substituted carbenes were found to decompose through bimolecular pathways while the unsubstituted carbene was found to decomposed unimolecularly. Implications for ring-closing metathesis are discussed, and the longevity of several ruthenium-based catalysts are compared.

引用

页码：7202 / 7207

页数：6

共 36 条

[11] RING-CLOSING METATHESIS AND RELATED PROCESSES IN ORGANIC-SYNTHESIS [J].

GRUBBS, RH ;

MILLER, SJ ;

FU, GC .

ACCOUNTS OF CHEMICAL RESEARCH, 1995, 28 (11) :446-452

[12] (PCy(3))(2)Cl2Ru=CHR: An efficient and selective reagent for the formation of C=C-double bonds by non-polymerizing metathesis reactions [J].

Hashmi, ASK .

JOURNAL FUR PRAKTISCHE CHEMIE-CHEMIKER-ZEITUNG, 1997, 339 (02) :195-199

[13]

Herrmann WA, 1999, ANGEW CHEM INT EDIT, V38, P262

[14]

Herrmann WA, 1999, ABSTR PAP AM CHEM S, V217, pU951

[15] Olefin metathesis-active ruthenium complexes bearing a nucleophilic carbene ligand [J].

Huang, JK ;

Stevens, ED ;

Nolan, SP ;

Petersen, JL .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (12) :2674-2678

[16] Catalytic ring closing metathesis of dienynes: Construction of fused bicyclic [nm0] rings [J].

Kim, SH ;

Zuercher, WJ ;

Bowden, NB ;

Grubbs, RH .

JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (03) :1073-1081

[17] Ring-closing metathesis in methanol and water [J].

Kirkland, TA ;

Lynn, DM ;

Grubbs, RH .

JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (26) :9904-9909

[18] Effects of olefin substitution on the ring-closing metathesis of dienes [J].

Kirkland, TA ;

Grubbs, RH .

JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (21) :7310-7318

[19] KINETICS AND STEREOCHEMISTRY OF THE TITANACYCLOBUTANE TITANAMETHYLENE INTERCONVERSION - INVESTIGATION OF A DEGENERATE OLEFIN METATHESIS REACTION [J].

LEE, JB ;

OTT, KC ;

GRUBBS, RH .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (26) :7491-7496

[20] Estimating the effective steric impact of P(t)Bu(2)Me, P(i)Pr-3, and PCy(3) [J].

Li, CB ;

Ogasawara, M ;

Nolan, SP ;

Caulton, KG .

ORGANOMETALLICS, 1996, 15 (23) :4900-4903

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