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Synthesis 2001; 2001(3): 0367-0369
DOI: 10.1055/s-2001-11430
short paper
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A Practical Route to Functionalized (Phenylethynyl)phenylthiol Acetates for Self-assembled Monolayer Studies

James P. Collman* , Min Zhong, Simona Costanzo, Christopher J. Sunderland, Ally Aukauloo, Katja Berg, Li Zeng
  • *Department of Chemistry, Stanford University, Stanford, CA 94305-5080, USA; Fax 1(6 50)7 25 02 59; E-mail: jpc@stanford.edu
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Publikationsdatum:
31. Dezember 2001 (online)

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Functionalized (phenylethynyl)phenylthiol acetates, such as 4-(4′-formylphenyl-ethynyl)phenylthiol acetate (8a) and 4-(4′-hydroxycarbonylphenylethynyl)phenylthiol acetate (9), were readily synthesized from commercially available 4-bromobenzenethiol (1) as the sulfur source using palladium-catalyzed coupling reactions in key steps. These compounds are important intermediates containing linear π-conjugated systems for preparing self-assembled monolayers on gold surfaces.

arynes - thiolphenols - palladium-catalyzed coupling - (phenylethynyl)phenylthiol acetates - self-assembled monolayers