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  • Title: Use of tunable ligands allows for intermolecular Pd-catalyzed C--O bond formation.
    Author: Vorogushin AV, Huang X, Buchwald SL.
    Journal: J Am Chem Soc; 2005 Jun 08; 127(22):8146-9. PubMed ID: 15926842.
    Abstract:
    Bulky biaryl phosphine ligands facilitate Pd-catalyzed C-O coupling reactions of aryl halides with primary and secondary alcohols by promoting reductive elimination at the expense of beta-hydride elimination. The key to their success is the ability to match the size of the ligand to that of the combination of substrates. The efficient coupling of a number of unactivated aryl chlorides and bromides with cyclic and acyclic secondary alcohols was achieved. This included the coupling of allylic alcohols for the first time in a Pd-catalyzed coupling process.
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