SYNTHESIS, STRUCTURE ELUCIDATION OF BETA-CHLOROFERROCENEACROLEINS ANDBETA,BETA'-DICHLORO-1,1'-FERROCENEDIACROLEINS, AND THEIR ALPHA-PHENYLDERIVATIVES AND ALPHA,ALPHA'-DIPHENYLDERIVATIVES - ATTEMPTS ON E Z ISOMERIZATION OF ALPHA-PHENYL-BETA-CHLOROFERROCENEACROLEIN AND -DIPHENYL-BETA,BETA'-DICHLOROFERROCENEDIACROLEINS/
M. Puciova et al., SYNTHESIS, STRUCTURE ELUCIDATION OF BETA-CHLOROFERROCENEACROLEINS ANDBETA,BETA'-DICHLORO-1,1'-FERROCENEDIACROLEINS, AND THEIR ALPHA-PHENYLDERIVATIVES AND ALPHA,ALPHA'-DIPHENYLDERIVATIVES - ATTEMPTS ON E Z ISOMERIZATION OF ALPHA-PHENYL-BETA-CHLOROFERROCENEACROLEIN AND -DIPHENYL-BETA,BETA'-DICHLOROFERROCENEDIACROLEINS/, Tetrahedron, 49(35), 1993, pp. 7733-7742
Synthesis of beta-chloroferroceneacroleins and beta,beta'-dichloroferr
ocenediacroleins starting from acetyl-, 1,1'-diacetyl, 1-phenylacetyl-
and 1,1'-diphenylacetylferrocene is described. The alpha-phenyl deriv
atives of beta-chloroferroceneacroleins were prepared as the mixture o
f E,Z; E,E and Z,Z isomers. All ferroceneacroleins were isolated in pu
re state and their configuration was elucidated by means of H-1- and C
-13 NMR spectroscopy and also confirmed by quantum chemical calculatio
ns. The acid catalysed E/Z isomerisation of the alpha-phenyl-beta-chlo
roferroceneacroleins and diacroleins was observed and briefly studied.