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Effect of the Metal Ion on the Enantioselectivity and Linkage Isomerization of Thiosemicarbazone Helicates
Author(s) -
Romero María J.,
Suárez Vanesa,
FernándezFariña Sandra,
Maneiro Marcelino,
MartínezNúñez Emilio,
Zaragoza Guillermo,
GonzálezNoya Ana M.,
Pedrido Rosa
Publication year - 2017
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201700195
Subject(s) - isomerization , semicarbazone , linkage isomerism , enantiomer , chemistry , cobalt , enantioselective synthesis , ligand (biochemistry) , metal , stereochemistry , zinc , metal ions in aqueous solution , medicinal chemistry , catalysis , inorganic chemistry , organic chemistry , receptor , biochemistry
The effect of the metal ion and ligand design on the enantioselectivity and linkage isomerization of neutral cobalt and zinc bisthiosemicarbazone metallohelicates has been investigated in this work. The electrochemical synthesis has afforded the enantioselective formation of chirally pure cobalt helicates, and the ΛΛ isomer of a single enantiomer has been crystallized as only product for the cobalt methyl‐substituted thiosemicarbazone helicate. Interestingly linkage isomers have been formed from zinc ethyl‐substituted thiosemicarbazone helicate enantiomers for the first time. The co‐existence of these isomers has been evaluated from the point of view of both experimental results and computational calculations.