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A Novel Synthetic Approach to Diaminoacetylenes: Structural Characterization and Reactivity of Aromatic and Aliphatic Ynediamines
Author(s) -
Petrov Alex R.,
Daniliuc Constantin G.,
Jones Peter G.,
Tamm Matthias
Publication year - 2010
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.201002211
Subject(s) - characterization (materials science) , reactivity (psychology) , substitution (logic) , chemistry , stereochemistry , computer science , crystallography , combinatorial chemistry , materials science , nanotechnology , programming language , medicine , alternative medicine , pathology
Electron‐rich diaminoalkynes with a variable substitution pattern can be conveniently prepared by lithiation of 2,2‐dibromo‐1,1‐ethenediamines; the alkynes are formed by a Fritsch–Buttenberg–Wiechell rearrangement of intermediate LiBr–vinylidene species. The first two X‐ray crystal structures of diaminoalkynes are presented, which show almost perpendicular orientations of the NC 3 planes.