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Diphosphonio Isophosphindoles, Phospholes with a Planar Phosphorus
Author(s) -
Schmidpeter Alfred,
Thiele Martin
Publication year - 1991
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199103081
Subject(s) - phosphole , chemistry , ring (chemistry) , dication , protonation , reactivity (psychology) , crystallography , phosphorane , computational chemistry , phosphorus , resonance (particle physics) , benzene , phosphinidene , stereochemistry , molecule , organic chemistry , ion , atomic physics , physics , medicine , alternative medicine , pathology
Which resonance formula is correct? The protonation of 1 to the symmetrical dication 2 is certainly most plausible from the indicated phosholide structure, which confers distinct basic character on the ring phosphorus. The bonding of the system 2 stable at room temperature, a phosphole with PH group, is however best explained by the phosphorane structure 2b. Certain is, that the reactivity and stability of these systems are understandable only in terms of the interplay of phosphonio substituents and annelated benzene ring.