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Beilstein J. Org. Chem. 2011, 7, 1278–1287, doi:10.3762/bjoc.7.148
Graphical Abstract
Figure 1: Modular synthesis of bis(diarylphosphino)-, bis(dialkylphosphino)- and dialkyl(diaryl)phosphinobiph...
Figure 2: ARYNE coupling.
Scheme 1: Functionalization of 2,2',6-tribromobiphenyl (1a) by regioselective bromine–lithium exchange.
Scheme 2: Functionalization of 2,2'-dibromobiphenyls (1b–e) by regioselective bromine–lithium exchange.
Figure 3: General access to biaryl mono- and diphosphine ligands; (Cy = cyclohexyl).
Scheme 3: Synthesis of monophosphines 3; (Cy = cyclohexyl).
Figure 4: Molecular structure of compound 3a (crystallized from ethyl acetate/hexane) [74].
Scheme 4: Preparation of mixed dialkyl(diaryl)phosphinobiphenyls 5 via successive bromine–lithium exchange.
Scheme 5: Stepwise bromine–lithium exchange on 1c.