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Redox‐Active Guanidine Ligands with Pyridine and p ‐Benzoquinone Backbones
Author(s) -
Stang Simone,
Lebkücher Anna,
Walter Petra,
Kaifer Elisabeth,
Himmel HansJörg
Publication year - 2012
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.201200679
Subject(s) - chemistry , redox , pyridine , benzoquinone , guanidine , homo/lumo , quantum chemical , copper , 1,4 benzoquinone , photochemistry , quinone , medicinal chemistry , stereochemistry , inorganic chemistry , organic chemistry , molecule
Herein we report on the synthesis and some aspects of the chemistry of the new redox‐active ligands 2,3,5,6‐tetrakis(tetramethylguanidino)pyridine, 2,3,5,6‐tetrakis(tetramethylguanidino)‐ p ‐benzoquinone and 2,3,5,6‐tetrakis( N , N′ ‐dimethyl‐ N , N′ ‐ethyleneguanidino)‐ p ‐benzoquinone. All three ligands are strong electron donors. In addition, the p ‐benzoquinone systems feature low LUMO energies and small HOMO–LUMO gaps. A comparison of the ligands was made with regard to their optical properties, Brønsted basicity and electron‐donor properties; results of quantum chemical calculations were included in this comparison. Subsequently, dinuclear copper complexes were prepared. Preliminary experiments on their redox chemistry followed.