Premium
Palladium–dppb–borate‐catalyzed regioselective synthesis of cinnamate esters by alkoxycarbonylation of phenylacetylene
Author(s) -
Tijani Jimoh,
Suleiman Rami,
El Ali Bassam
Publication year - 2008
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.1433
Subject(s) - chemistry , phenylacetylene , regioselectivity , palladium , catalysis , selectivity , acetonitrile , medicinal chemistry , butane , solvent , organic chemistry , propane , boron
The regioselective alkoxycarbonylation of phenylacetylene into various cinnamate esters was achieved with a catalyst system formed from palladium (II), 1,4‐bis(diphenylphosphino) butane (dppb) and salicylborate complex in acetonitrile as a solvent. The influence of various parameters on the overall conversion of phenylacetylene and the selectivity of the reaction were studied systematically by varying the type of palladium complex, acids promoter, CO pressure, temperature and the reaction time. This investigation allowed us to obtain the predominant formation of cinnamate esters with excellent selectivity (90–96%). Copyright © 2008 John Wiley & Sons, Ltd.