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Synthesis of a Triazatriangulenium Salt
Author(s) -
Laursen Bo W.,
Krebs Frederik C.
Publication year - 2000
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/1521-3773(20001002)39:19<3432::aid-anie3432>3.0.co;2-s
Subject(s) - methylamine , chemistry , nucleophilic substitution , salt (chemistry) , delocalized electron , nucleophile , ion , computational chemistry , combinatorial chemistry , organic chemistry , catalysis
Nucleophilic aromatic substitution with methylamine gave the extremely stable triazatriangulenium salt 2 ‐PF 6 from 1 ‐BF 4 (see scheme). The thermodynamic stability of 2 has been established by determination of a p K R +value of 23.7, proving the extended delocalization of the positive charge. The synthesis demonstrates a general method for the preparation of a wide variety of new extended heterocyclic carbenium ions