Premium
[{Na + (thf) 2 } 4 (rubrene 4− )]: Crystallization and Structure Determination of a Contact‐Ion Quintuple for the First π‐Hydrocarbon Tetraanion
Author(s) -
Bock Hans,
GharagozlooHubmann Katayoun,
Näther Christian,
Nagel Norbert,
Havlas Zdenek
Publication year - 1996
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.199606311
Subject(s) - tetracene , chemistry , hydrocarbon , molecule , crystallization , ion , bent molecular geometry , crystallography , organic chemistry
Four negative charges in a π‐hydro‐carbon are generated by the reduction of rubrene, a tetraphenyl tetracene, at a sodium metal mirror. The black crystals of the contaction quintuple [{Na + (thf) 2 } 4 (rubrene 4− )] (see structure; the thf molecules have been omitted) contain the first hydrocarbon tetraanion ever isolated. Its structure determination confirms the severe skeletal distortions: the tetracene plane, for instance, is bent up and down by 43°.