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t BuLi‐Mediated One‐Pot Direct Highly Selective Cross‐Coupling of Two Distinct Aryl Bromides
Author(s) -
Vila Carlos,
Cembellín Sara,
Hornillos Valentín,
Giannerini Massimo,
FañanásMastral Martín,
Feringa Ben L.
Publication year - 2015
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.201502709
Subject(s) - aryl , halogen , bromide , chemistry , lithium bromide , catalysis , lithium (medication) , coupling (piping) , combinatorial chemistry , coupling reaction , medicinal chemistry , polymer chemistry , organic chemistry , materials science , physics , psychology , alkyl , psychiatry , metallurgy , thermodynamics , heat exchanger
A Pd‐catalyzed direct cross‐coupling of two distinct aryl bromides mediated by t BuLi is described. The use of [Pd‐PEPPSI‐IPr] or [Pd‐PEPPSI‐IPent] as catalyst allows for the efficient one‐pot synthesis of unsymmetrical biaryls at room temperature. The key for this selective cross‐coupling is the use of an ortho ‐substituted bromide that undergoes lithium–halogen exchange preferentially.