title: Beyond catalyst deactivation: cross-metathesis involving olefins containing N-heteroaromatics.
abstract: Alkenes containing N-heteroaromatics are known to be poor partners in cross-metathesis reactions, probably due to catalyst deactivation caused by the presence of a nitrogen atom. However, some examples of ring-closing and cross-metathesis involving alkenes that incorporate N-heteroaromatics can be found in the literature. In addition, recent mechanistic studies have focused on the rationalization of nitrogen-induced catalysts deactivation. The purpose of this mini-review is to give a brief overview of successful metathesis reactions involving olefins containing N-heteroaromatics in order to delineate some guidelines for the use of these challenging substrates in metathesis reactions.
authors.affiliation: Laboratoire de Chimie Organique, Institute of Chemistry, Biology and Innovation (CBI)-UMR 8231 ESPCI ParisTech, CNRS, PSL Research University, 10, rue Vauquelin, 75231 Paris Cedex 05, France.
authors.forename: Kevin
authors.initials: K
authors.lastname: Lafaye
authors.affiliation: Laboratoire de Chimie Organique, Institute of Chemistry, Biology and Innovation (CBI)-UMR 8231 ESPCI ParisTech, CNRS, PSL Research University, 10, rue Vauquelin, 75231 Paris Cedex 05, France.
authors.forename: Cyril
authors.initials: C
authors.lastname: Bosset
authors.affiliation: Laboratoire de Chimie Organique, Institute of Chemistry, Biology and Innovation (CBI)-UMR 8231 ESPCI ParisTech, CNRS, PSL Research University, 10, rue Vauquelin, 75231 Paris Cedex 05, France.
authors.forename: Lionel
authors.initials: L
authors.lastname: Nicolas
authors.affiliation: Laboratoire de Chimie Organique, Institute of Chemistry, Biology and Innovation (CBI)-UMR 8231 ESPCI ParisTech, CNRS, PSL Research University, 10, rue Vauquelin, 75231 Paris Cedex 05, France.
authors.forename: Amandine
authors.initials: A
authors.lastname: Guérinot
authors.affiliation: Laboratoire de Chimie Organique, Institute of Chemistry, Biology and Innovation (CBI)-UMR 8231 ESPCI ParisTech, CNRS, PSL Research University, 10, rue Vauquelin, 75231 Paris Cedex 05, France.
authors.forename: Janine
authors.initials: J
authors.lastname: Cossy
keywords: N-heteroaromatic; catalyst deactivation; cross-metathesis; pyridine; ring-closing metathesis