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Electron‐Rich, Lewis Acidic Diborane Meets N‐Heterocyclic Aromatics: Formation and Electron Transfer in Cyclophane Boranes
Author(s) -
Widera Anna,
Filbeck Erik,
Wadepohl Hubert,
Kaifer Elisabeth,
Himmel HansJörg
Publication year - 2020
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.202000189
Subject(s) - diborane , cyclophane , chemistry , pyrazine , boranes , cationic polymerization , redox , electron transfer , supramolecular chemistry , lewis acids and bases , polymer chemistry , medicinal chemistry , photochemistry , organic chemistry , boron , crystal structure , catalysis
Herein reported are the reactions of an electron‐rich, Lewis acidic diborane with N‐heterocyclic aromatics to give first members of an unprecedented family of highly charged cationic cyclophanes with diboranyl units. Tetracationic cyclophanes with 4,4‘‐bipyridine/ 1,2‐bis(4‐pyridyl)ethylene and diboranyl units were synthesized and their redox chemistry was studied. Cyclisation of two diboranyl and two pyrazine units is accompanied by electron transfer from the diboranyl unit to the pyrazine. Our results pave the way for the integration of redox‐active diboranyl units into cyclophanes and supramolecular structures.