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Boron Perturbed Click Reactions Prompt Aromatic CH Activations
Author(s) -
Winkelhaus Daniel,
Stephan Douglas W.
Publication year - 2014
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201402567
Subject(s) - boron , chemistry , toluene , phosphonium , benzene , adduct , deprotonation , medicinal chemistry , aromaticity , salt (chemistry) , photochemistry , organic chemistry , molecule , ion
Abstract The reaction of boron alkynes and boron azides leads to rare N 3 BC heterocycles resulting from aromatic CH activation of benzene and toluene. While subsequent treatment with PMe 3 gave the PB adduct with the exocyclic boron, reaction with P t Bu 3 effected deprotonation of the heterocycle to give the corresponding phosphonium salt.