Crystal engineering approach to design colorimetric indicator array to discriminate positional isomers of aromatic organic molecules.
Crystal engineering approach to design colorimetric indicator array to discriminate positional isomers of aromatic organic molecules.
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DOI:
10.1002/asia.200800341
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发表时间:
2009-02
期刊:
影响因子:
--
通讯作者:
Darshak R. Trivedi;Yuzo Fujiki;Norifumi Fujita;S. Shinkai;K. Sada
中科院分区:
文献类型:
--
作者:
Darshak R. Trivedi;Yuzo Fujiki;Norifumi Fujita;S. Shinkai;K. Sada
Discriminating by color: A 2D colorimetric indicator array has been designed by a crystal engineering approach (NH-O hydrogen bonding and charge-transfer complexation) involving solid-state co-grinding for the visual discrimination of positional isomers of dihydroxynaphthalene. Factors governing the close packing of pi planes, and hence color of the complex, were determined by single-crystal X-ray analysis, allowing fine tuning by crystal engineering. A 2D colorimetric indicator array to discriminate isomers of dihydroxynaphthalene has been designed by using a crystal engineering concept combined with solid-state co-grinding and charge-transfer complexation. The NH-O supramolecular synthon between the pyridyl N atom of the probe and hydroxy group of the analyte has been observed in all reported single-crystal X-ray structures of resultant CT complexes. Solid-state co-grinding with aromatic solids easily provided the highly concentrated solvent-free conditions required to promote the formation of charge-transfer complexes with brighter color changes. Probe D (N,N'-bis-(4-pyridyl)pyromellitic diimide) showed an excellent ability to discriminate eight isomers of dihydroxynaphthalene with a wide variety of colors of the resultant CT complexes.