Premium
Triggering Redox Activity in a Thiophene Compound: Radical Stabilization and Coordination Chemistry
Author(s) -
Curcio Massimiliano,
Pankhurst James R.,
Sproules Stephen,
Mignard Dimitri,
Love Jason B.
Publication year - 2017
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201703576
Subject(s) - dication , chemistry , redox , radical ion , metalation , coordination complex , thiophene , ligand (biochemistry) , photochemistry , radical , metal , free radical reaction , medicinal chemistry , ion , inorganic chemistry , organic chemistry , biochemistry , receptor
The synthesis, metalation, and redox properties of an acyclic bis(iminothienyl)methene L − are presented. This π‐conjugated anion displayed pronounced redox activity, undergoing facile one‐electron oxidation to the acyclic, metal‐free, neutral radical L . on reaction with FeBr 2 . In contrast, the reaction of L − with CuI formed the unique, neutral Cu 2 I 2 ( L . ) complex of a ligand‐centered radical, whereas reaction with the stronger oxidant AgBF 4 formed the metal‐free radical dication L .2+ .