Dataset Information
SNAr-Derived Decomposition By-products Involving Pentafluorophenyl Triazolium Carbenes.
Ontology highlight
ABSTRACT:
SUBMITTER: Zhao X
PROVIDER: S-EPMC3873771 | biostudies-literature | 2013 Jun
REPOSITORIES: biostudies-literature
Publications
S<sub>N</sub>Ar-Derived Decomposition By-products Involving Pentafluorophenyl Triazolium Carbenes.
Synlett : accounts and rapid communications in synthetic organic chemistry 20130601 10
Pentafluorophenyl triazolium carbenes, widely used in NHC-catalysis, can decompose by several mechanisms. Under high concentration conditions, the azolium may undergo a pentafluorophenyl exchange by a proposed S<sub>N</sub>Ar mechanism to give an inactive salt. In the presence of appropriate substrates, cyclization on the <i>ortho</i>-position of the arene can occur, also by S<sub>N</sub>Ar. These adducts provide a potential pathway for catalyst decomposition and serve as a caveat to the develop ...[more]