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Diprotonated Tetra(2‐pyridyl)pyrazine and its Chemical Mimesis due to Different Hydrogen Bridges
Author(s) -
Bock Hans,
Vaupel Thorsten,
Näther Christian,
Ruppert Klaus,
Havlas Zdenek
Publication year - 1992
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.199202991
Subject(s) - dication , counterion , pyrazine , steric effects , chemistry , tetra , nitrogen , hydrogen , crystallography , photochemistry , stereochemistry , ion , medicinal chemistry , organic chemistry
There are two possible sites for the protons in the title compound. For steric reasons the structure in which the protons each interact with three nitrogen atoms is rejected in favor of the structure depicted on the right. The counterion BPh 4 −is essential; when Cl − is the counterion, drastic structural changes are induced in the dication. This phenomenon may also be significant in biologically important structures (nitrogen bases!).