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Paper | Regular issue | Vol 78, No. 6, 2009, pp.1477-1483
Published online, 20th February, 2009
DOI: 10.3987/COM-08-11635
Diketopiperazine Supramolecule Derived from Hydroxyphenylglycine

Yosuke Ohta, Kayo Terada, Toshio Masuda, and Fumio Sanda*

*Department of Polymer Chemistr, Graduate School of Engineering, Kyoto University, Kyoudai-katsura, Nishikyo, Kyoto 615-8510, Japan


A diketopiperazine (DKP) having long alkyl chains was synthesized from D-p-hydroxyphenylglycine, and the formation of supramolecules was examined. The 1H NMR and UV-vis spectroscopic measurements and molecular modeling have suggested that the DKP molecules are aligned based on hydrogen bonding between the amide groups, and there is no stacking between the phenyl groups.