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Synthesis, Structure and Catalytic Activity of NHC–Ag I Carboxylate Complexes
Author(s) -
Wong Valerie H. L.,
Vummaleti Sai V. C.,
Cavallo Luigi,
White Andrew J. P.,
Nolan Steven P.,
Hii King Kuok Mimi
Publication year - 2016
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201601762
Subject(s) - carboxylate , carbene , steric effects , intramolecular force , chemistry , catalysis , ligand (biochemistry) , substrate (aquarium) , stereochemistry , combinatorial chemistry , medicinal chemistry , organic chemistry , receptor , biochemistry , oceanography , geology
A general synthetic route was used to prepare 15 new N‐heterocyclic carbene (NHC)–Ag I complexes bearing anionic carboxylate ligands [Ag(NHC)(O 2 CR)], including a homologous series of complexes of sterically flexible I Tent ligands, which permit a systematic spectroscopic and theoretical study of the structural and electronic features of these compounds. The complexes displayed a significant ligand‐accelerated effect in the intramolecular cyclisation of propargylic amides to oxazolidines. The substrate scope is highly complementary to that previously achieved by NHC–Au and pyridyl–Ag I complexes.