N. Hu, Wen Liu, K. Aoki
Apr 1, 2000
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0
Influential Citations
11
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Journal
Bulletin of the Chemical Society of Japan
Abstract
Five anion salts of thiamine monophosphate {(TMP), TMP+·Cl-·2H2O (1), TMP+·NO3-·2H2O (2), TMP+·ClO4-·2H2O (3), TMP+·ClO4-·H2O (4), and TMP2+·2CF3SO3- (5)} have been prepared and structurally characterized by X-ray diffraction in order to examine the host-guest-like anion binding in TMP compounds. In each salt, the TMP molecule adopts the usually observed F conformation and, as a cationic host, captures anionic or electronegative guests ( = A) through three kinds of anion-bridging interactions: C2-H…A…pyrimidinium-ring, N4′1-H…A…thiazolium-ring, and C6′-H…A…thiazolium-ring. Compared with the thiamine system, the TMP system displays more varieties of self-assembled and higher-ordered structures, due to an additional involvement of the phosphate group: a dimeric structure is formed through both `head-to-tail' and `tail-to-tail' hydrogen bonds in 1, where `head' and `tail' refer to the pyrimidinium ring and the phosphate group, respectively; a `head-to-head' hydrogen-bonded dimer forms in 2; each TMP molecule...