Alkoxycarbonylation of phenylacetylene, catalyzed by Pd(dba)(2) in the presence of an acid and a tertiary phosphine

Authors
Kron, TE Petrova, NE Terekhova, MI Petrov, ES
Citation
Te. Kron et al., Alkoxycarbonylation of phenylacetylene, catalyzed by Pd(dba)(2) in the presence of an acid and a tertiary phosphine, RUSS J G CH, 69(7), 1999, pp. 1127-1130
Citations number
9
Categorie Soggetti
Chemistry
Journal title
RUSSIAN JOURNAL OF GENERAL CHEMISTRY
ISSN journal
10703632 → ACNP
Volume
69
Issue
7
Year of publication
1999
Pages
1127 - 1130
Database
ISI
SICI code
1070-3632(199907)69:7<1127:AOPCBP>2.0.ZU;2-O
Abstract
The effect of the composition of the catalylic system Pd(dba)(2)/HX/(RPPh2) (dba is dibenzylideneacetone) on the yield and regioselectivity of the rea ction of phenylacetylene with CO and BuOH in toluene was studied. The highe st yield of butyl 2- and 3-phenylpropenoates was obtained at X = CF3COO, an d the activity of the catalyst decreases with X in the order CF3COO > p-TsO > BF4 greater than or equal to ClO4 > CF3SO3 > ClCH2COO > AcO approximate to Cl and with R in the order Ph > 2-Py > Ph2PC2H4 > Ph2P(O)C2H4 > Et.