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Premium Hydrogen Bonds between an NH   4 ⊕ Ion and a Carbanion—Crystal Structure of Ammonium 1,2,4‐Tricyanocyclopentadienide
Author(s)
Buchholz Stefan,
Harms Klaus,
Massa Werner,
Boche Gernot
Publication year1989
Publication title
angewandte chemie international edition in english
Resource typeJournals
PublisherHüthig & Wepf Verlag
The H 3 N ⊕ H ⃛C hydrogen bond found for the first time in the crystalline state is consistent with concepts developed by Cram for the mechanism of the D/H exchange which proceeds with unusually high retention ( k A / k rac = 148) on reaction of a fluorenyl derivative with NH 3 . Each nitrile N atom of the title compound is bound via an H bond to an NH   4 ⊕ion, and each NH   4 ⊕ion forms three H bonds to nitrile N atoms and one hydrogen bond to a cyclopentadienide C atom. The picture on the right shows a section of the crystal structure (in hydrogen bond).
Subject(s)carbanion , chemistry , computer science , crystal (programming language) , crystal structure , crystallography , derivative (finance) , economics , financial economics , hydrogen bond , ion , molecule , nitrile , organic chemistry , programming language , stereochemistry
Language(s)English
SCImago Journal Rank5.831
H-Index550
eISSN1521-3773
pISSN0570-0833
DOI10.1002/anie.198900731

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