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Synthesis and Structural Characterization of Ethynylene‐Bridged Bisazines Featuring Various α‐Substitution
Author(s) -
Hübscher Jörg,
Seichter Wilhelm,
Gruber Thomas,
Kortus Jens,
Weber Edwin
Publication year - 2015
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.2122
Subject(s) - chemistry , stacking , supramolecular chemistry , crystallography , crystal structure , characterization (materials science) , diffraction , stereochemistry , substitution (logic) , crystal (programming language) , nanotechnology , organic chemistry , materials science , physics , computer science , optics , programming language
A series of bispyridines and bispyrimidines 1a , 1b , 1c , 1d , 1e showing the heterocycles attached to both ends of an ethynylene unit and being α‐substituted with chloro, tert ‐butylthio, and methoxy groups have been synthesized via cross‐coupling technique and their crystal structures studied by X‐ray diffraction analysis. Supramolecular interactions of C–H···N and π···π stacking type were found to largely dominate the structures according to the compound species. A trial was given to deduce the markedly differing temperatures of melting among the compounds from special features of the crystal structures.