Premium
Nonclassical Mechanism in the Cyclodehydration of Diols Catalyzed by a Bifunctional Iridium Complex
Author(s) -
González Miera Greco,
Bermejo López Aitor,
MartínezCastro Elisa,
Norrby PerOla,
MartínMatute Belén
Publication year - 2019
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.201805460
Subject(s) - bifunctional , iridium , cationic polymerization , chemistry , nucleophile , carbene , hydride , catalysis , enantioselective synthesis , mechanism (biology) , combinatorial chemistry , medicinal chemistry , metal , stereochemistry , polymer chemistry , organic chemistry , philosophy , epistemology
1,4‐ and 1,5‐diols undergo cyclodehydration upon treatment with cationic N‐heterocyclic carbene (NHC)–Ir III complexes to give tetrahydrofurans and tetrahydropyrans, respectively. The mechanism was investigated, and a metal‐hydride‐driven pathway was proposed for all substrates, except for very electron‐rich ones. This contrasts with the well‐established classical pathways that involve nucleophilic substitution.
Accelerating Research
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom
Address
John Eccles HouseRobert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom