Research Article: 3-Phenyl-N,N,N′,N′-tetra­methyl-1-ethyne-1-carboximidamidium bromide

Date Published: June 01, 2012

Publisher: International Union of Crystallography

Author(s): Ioannis Tiritiris, Willi Kantlehner.


The reaction of 3,3,3-tris­(dimethyl­amino)-1-phenyl­prop-1-yne with bromine in pentane yields the title compound, C13H17N2+·Br−. The acetyl­enic bond distance [1.197 (2) Å] is consistent with a C C triple bond. The amidinium C=N bonds [1.325 (2) and 1.330 (2) Å] have double-bond character and the positive charge is delocalized between the two dimethyl­amino groups.

Partial Text

For the synthesis of alkynyl orthoamides and acetyl­enic amidinium salts, see: Weingärtner et al. (2011 ▶). For the synthesis of vinyl­ogous guanidinium iodides and bromides, see: Kantlehner et al. (2012 ▶). For the crystal structure of N,N,N′,N′,N′′,N′′,N′′′,N′′′-octa­methyl-(but-2-yne)-bis­(amidinium)-bis­(tetra­fluoridoborate), see: Drandarov et al. (2012 ▶).




0 0 vote
Article Rating
Notify of
Inline Feedbacks
View all comments