ACTIVATION OF 1-ALKYNES AT TRIPODAL (POLYPHOSPHINE)RHODIUM SYSTEMS - REGIOSELECTIVE SYNTHESIS OF ENOL ESTERS FROM 1-ALKYNES AND CARBOXYLIC-ACIDS CATALYZED BY RHODIUM(I) MONOHYDRIDES

被引：60

作者：

BIANCHINI, C ^{[1
]}

MELI, A ^{[1
]}

PERUZZINI, M ^{[1
]}

ZANOBINI, F ^{[1
]}

BRUNEAU, C ^{[1
]}

DIXNEUF, PH ^{[1
]}

机构：

[1] UNIV RENNES 1,CHIM COORDINAT ORGAN LAB,CNRS,D04UK,URA,CAMPUS BEAULIEU,F-35042 RENNES,FRANCE

来源：

ORGANOMETALLICS | 1990年 / 9卷 / 04期

关键词：

D O I：

10.1021/om00118a040

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Regioselective formation of 2-(benzoyloxy)propene results from the addition of benzoic acid to propyne in the presence of the trigonal-bipyramidal Rh(I) monohydrides [(PPh3)RhH] (1) and [(NP3)RhH] (2, PP3 = P(CH2CH2PPh2)3, NP3 = N(CH2CH2PPh2)3). The reactions are catalytic under relatively mild conditions (catalyst to substrate ratio 1:100, toluene, 100 °C). A detailed experimental study on the reactions of 1 and 2 with carboxylic acids, 1-alkynes, or carboxylic acid/1-alkyne mixtures has allowed us to draw a catalysis cycle involving the 16-electron fragments [(L)Rh]+ as catalysts (L = PP3, NP3). The catalytic behavior of the precursors 1 and 2 has been compared and contrasted with those of the isostructural and isoelectronic derivatives [(L)Rh(C≡CPh)], [(L)RhCl], and [(PP3)RhMe]. The novel vinylphosphonium complex [(Ph2PCH2CH2)2P(CH2CH2PPh2)Rh{C═C(H)Ph}(O2CPh)] has been synthesized and fully characterized by IR and1H and31P{1H} NMR techniques. © 1990, American Chemical Society. All rights reserved.

引用

页码：1155 / 1160

页数：6

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