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Electronic and Steric Effects of the Peripheral Substitution in Deca‐ and Undecaaryl Metallocorroles
Author(s) -
Gao Di,
Canard Gabriel,
Giorgi Michel,
Vanloot Pierre,
Balaban Teodor Silviu
Publication year - 2014
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.201301314
Subject(s) - chemistry , deca , steric effects , copper , electrochemistry , derivative (finance) , cobalt , stereochemistry , medicinal chemistry , crystallography , organic chemistry , electrode , economics , financial economics
The first example of a copper decaarylcorrole, 6 , was isolated during the Suzuki cross‐coupling synthesis of the corresponding undecaaryl derivative 2c . Compounds 6 and 2c were demetalated to produce the free bases 7 and 8 , which were used to prepare the cobalt deca‐ and undecaarylcorroles 9 and 10 . The effects of meso versus β substituents in peraryl copper corroles is highlighted by an electrochemical study of nine saddled copper undecaarylcorroles. The crystal structures of 1c , 6 , 9 , and 10 illustrate the impact of the deca‐ and undecaaryl substitutions on the macrocycle conformation in metallocorroles.