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The Aromaticity of the Stannole Dianion
Author(s) -
Saito Masaichi,
Haga Ryuta,
Yoshioka Michikazu,
Ishimura Kazuya,
Nagase Shigeru
Publication year - 2005
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.200501632
Subject(s) - aromaticity , dilithium , delocalized electron , chemistry , character (mathematics) , lithium (medication) , electron delocalization , computational chemistry , crystallography , organic chemistry , molecule , ion , medicine , geometry , mathematics , deprotonation , endocrinology
Delocalization in heterocycles : Reaction of hexaphenylstannole with excess lithium gives the dilithium stannole as deep‐red crystals. The aromaticity of the dianion was examined by NMR spectroscopy, X‐ray analysis (see picture), and calculations. The dianion has considerable aromatic character and is reported to be the first tin‐containing carbocyclic aromatic compound.