AGGREGATES OF HEXAKIS(N-HEXYLOXY)TRIPHENYLENE SELF-ASSEMBLE IN DODECANE SOLUTION - INTERCALATION OF (-)-MENTHOL 3,5-DINITROBENZOATE INDUCES FORMATION OF HELICAL STRUCTURES

被引：43

作者：

GALLIVAN, JP ^{[1
]}

SCHUSTER, GB ^{[1
]}

机构：

[1] UNIV ILLINOIS,DEPT CHEM,ROGER ADAMS LAB,URBANA,IL 61801

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1995年 / 60卷 / 08期

关键词：

D O I：

10.1021/jo00113a023

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Concentrated dodecane solutions of hexakis(n-hexyloxy)triphenylene form columnar aggregates as evidenced by optical spectroscopy. Addition of either ethyl 3,5-dinitrobenzoate, (+)-2'-octyl 3,5-dinitrobenzoate, (-)-2'-butyl 3,5-dinitrobenzoate, or (-)-menthol 3,5-dinitrobenzoate to these solutions results in the formation of charge-transfer complexes as shown by examination of their optical spectra. Investigation of the circular dichroism spectra of the charge-transfer complexes Suggests that intercalation of the menthol ester in the columnar aggregate induces a helical twist to the structure.

引用

页码：2423 / 2429

页数：7

共 13 条

[1]

Gregg B.A., Fox M.A., Bard A.J., J. Phys. Chem., 93, (1989)

[2]

Markovitsi D., Bengs H., Ringsdorf H., J. Chem. Soc, Faraday Trans., 88, (1992)

[3]

Green M.M., Ringsdorf H., Wagner J., Wiistefeld R., Angew. Chem., Int. Ed. Engl., 29, (1990)

[4]

Markovitsi D., Pfeffer N., Charra F., Nunzi J.-M., Bengs H., Ringsdorf H., J. Chem. Soc., Faraday Trans., 89, (1993)

[5]

Benesi H.A., Hildebrand J.H., J. Am. Chem. Soc., 71, (1949)

[6]

Sheu E.Y., Liang K.S., Chiang L.Y., J. Phys. Fr., 50, (1989)

[7]

Das Ghosh B., Basu R., J. Phys. Chem., 84, (1980)

[8]

Fontes E., Heiney P.A., Phys. Rev. Lett., 61, (1988)

[9]

Green M.M., Khatri C., Peterson N.C., J. Am. Chem. Soc., 115, (1993)

[10]

Brewster J.H., Ciotti C.J., J. Am. Chem. Soc., 77, (1955)

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