J. Kiji et al., Palladium-catalyzed arylation of ethylene. A synthetic route to styrenes, stilbenes, and poly(phenylene vinylene)s, J MOL CAT A, 147(1-2), 1999, pp. 3-10
Palladium-catalyzed arylation of ethylene (the Heck reaction) was studied u
sing (chlorobenzene)Cr(CO)(3) complexes (I) and dibromobenzenes (II). At 10
0 degrees C styrenes and divinylbenzenes were the major products and stilbe
nes, and oligo- and poly(phenylene vinylene)s were not formed in the range
from 2 to 40 atm of ethylene pressure. At 140 degrees C the polymeric produ
cts were formed in low yields. Two-step strategy, which includes coupling r
eactions of dihalobenzenes with ethylene and subsequently with divinylbenze
nes, was successful in yielding poly(phenylene vinylene)s (PPVs). (C) 1999
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