PROTON-TRANSFER TAUTOMERIZATION IN N-SALICYLIDENEANILINES UPON CHARGE-TRANSFER COMPLEX-FORMATION - 7,7,8,8-TETRACYANOQUINODIMETHANE (TCNQ) AND 2,3,5,6-TETRAFLUORO-7,7,8,8-TETRACYANOQUINODIMETHANE (F4TCNQ) COMPLEXES OF N-(2-HYDROXY-1-NAPHTHYLMETHYLENE)-1-PYRENAMINE AND N,N'-BIS(2-HYDROXY-1-NAPHTHYLMETHYLENE)-P-PHENYLENEDIAMINE

被引：22

作者：

INABE, T ^{[1
]}

HOSHINOMIYAJIMA, N ^{[1
]}

LUNEAU, I ^{[1
]}

MITANI, T ^{[1
]}

MARUYAMA, Y ^{[1
]}

机构：

[1] INST MOLEC SCI, OKAZAKI, AICHI 444, JAPAN

来源：

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN | 1994年 / 67卷 / 03期

关键词：

D O I：

10.1246/bcsj.67.622

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

TCNQ and F4TCNQ complexes of N-(2-hydroxy-1-naphthylmethylene)aniline-type compounds, N-(2-hydroxy-1-naphthylmethylene)-1-pyrenamine (NPY) and NA-bis(2-hydroxy-1-naphthylmethylene)-p-phenylenediamine (DNP) have been prepared and subjected to structural and optical studies in the crystalline state. An X-ray crystallographic study indicates that the donors and acceptors are mixed along a one-dimensional column in all complexes. The intramolecular 0-H ... N hydrogen bond structure is sensitively changed upon complex formation; the hydrogen atom is located at the nitrogen site in TCNQ complexes and shifts to the center of the hydrogen bond in F4TCNQ complexes. The hydrogen-bond structure is found to vary with some correlation to the strength of the charge-transfer interaction.

引用

页码：622 / 632

页数：11

共 11 条

[1] DEGREE OF CHARGE-TRANSFER IN ORGANIC CONDUCTORS BY INFRARED-ABSORPTION SPECTROSCOPY [J].