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Room‐Temperature Synthesis of Tetra‐ ortho ‐Substituted Biaryls by NHC‐Catalyzed Suzuki–Miyaura Couplings
Author(s) -
Wu Linglin,
Drinkel Emma,
Gaggia Fiona,
Capolicchio Samanta,
Linden Anthony,
Falivene Laura,
Cavallo Luigi,
Dorta Reto
Publication year - 2011
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.201102442
Subject(s) - steric effects , carbene , tetra , catalysis , chemistry , ligand (biochemistry) , aryl , combinatorial chemistry , medicinal chemistry , stereochemistry , organic chemistry , biochemistry , alkyl , receptor
Into the groove : The introduction of a C 2 ‐symmetric N‐heterocyclic carbene ligand with appropriately substituted naphthyl side chains enables the efficient Suzuki–Miyaura coupling to form bulky tetra‐ ortho ‐substituted biaryls from aryl bromides and chlorides at room temperature. DFT calculations uncover the subtle steric phenomena at play that lead to the superior catalytic performance. Cyoct=cyclooctyl.