J. Phys. Chem. C, 112 (8), 3049 -3053, 2008. 10.1021/jp076785d S1932-7447(07)06785-4
Web Release Date: February 6, 2008

Copyright © 2008 American Chemical Society

Selective Adsorption of L-Tartaric Acid on Gemini-Type Self-Assembled Monolayers

Lloyd F. N. Ah Qune, Kenji Makino, Kaoru Tamada, Wei Chen, and Andrew T. S. Wee*

Physics Department, Blk S12, Faculty of Science, National University of Singapore, 2 Science Drive 3, S(117542), Singapore, and Department of Electronic Chemistry, Interdisciplinary Graduate School of Science and Engineering, Tokyo Institute of Technology, 4259 Nagatsuta-cho, Midori-ku, Yokohama, 226-8502, Japan

Received: August 24, 2007

In Final Form: November 17, 2007

Abstract:

Synchrotron photoelectron spectroscopy and X-ray absorption spectroscopy studies of cationic self-assembled monolayers (SAMs) of quaternary ammonium (QA) sulfur derivates prepared on gold substrates were performed to investigate the adsorption mechanism of L-tartaric acid on a gemini-structured didodecyl dithiol (HS-gQA-SH). Using soft X-rays from a synchrotron light source, the carboxylate (deprotonated carboxylic acid) of L-tartaric acid was found to undergo an exchange reaction with the native bromide counterion of HS-gQA-SH-SAM. We also report the first soft XPS spectra of the bromide counterion of the QA. These results indicate the necessary chemical architecture via distance matching for exchange reactions to occur between complex molecules and point the way to more effective molecular recognition systems.


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