Premium
Solvent‐Dependent Regiochemical Cyclotrimerisation of Phenylacetylene with Cobalt Catalysts Containing Disulfide Ligands: A Case Study
Author(s) -
Hilt Gerhard,
Hengst Christoph,
Hess Wilfried
Publication year - 2008
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200800106
Subject(s) - chemistry , phenylacetylene , cobalt , dichloromethane , acetonitrile , solvent , catalysis , yield (engineering) , organic chemistry , polymer chemistry , medicinal chemistry , materials science , metallurgy
The intermolecular cobalt‐catalysed cyclotrimerisation of phenylacetylene as a benchmark alkyne with [1,2‐bis(4‐methoxyphenylthio)ethane]cobalt dibromide gave the symmetrical 1,3,5‐triphenylbenzene as the major product when dichloromethane was used as the solvent, whereas the unsymmetrical 1,2,4‐trisubstituted product was obtained in acetonitrile in quantitative yield. Optimisation of the aromatic and aliphatic disulfide ligands in different solvents is discussed.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)