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J Am Chem Soc. 2009 Mar 11;131(9):3146-7. doi: 10.1021/ja808893g.

Direct conversion of alcohols to acetals and H(2) catalyzed by an acridine-based ruthenium pincer complex.

Author information

1
Department of Organic Chemistry, Weizmann Institute of Science, Rehovot 76100, Israel.

Abstract

The crystallographically characterized ruthenium complex RuHCl(A-(i)Pr-PNP)(CO) (1) [A-(i)Pr-PNP = 4,5-bis-(diisopropylphosphinomethyl)acridine], which bears a nonplanar acridine moiety, catalyzes in a neutral medium the transformation of primary alcohols to the corresponding acetals with the liberation of H(2). In the presence of base, complex 1 catalyzes the dehydrogenative coupling of alcohols to form esters. Acetal formation may involve hemiacetal dehydration to form an enol ether followed by alcohol addition to the double bond.

PMID:
19216551
DOI:
10.1021/ja808893g
[Indexed for MEDLINE]

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