Synthesis, structures, and photoinduced electron transfer reaction in the 9,9′-spirobifluorene-bridged bipolar systems

被引：66

作者：

Wong, KT ^{[1
]}

Ku, SY ^{[1
]}

Cheng, YM ^{[1
]}

Lin, XY ^{[1
]}

Hung, YY ^{[1
]}

Pu, SC ^{[1
]}

Chou, PT ^{[1
]}

Lee, GH ^{[1
]}

Peng, SM ^{[1
]}

机构：

[1] Natl Taiwan Univ, Dept Chem, Taipei 106, Taiwan

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2006年 / 71卷 / 02期

关键词：

D O I：

10.1021/jo0512047

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of 9,9'-spirobifluorene-bridged bipolar compounds DnAm bearing various n:m ratios for triarylamine (D) versus 1,3,4-oxadiazole-conjugated oligoaryl moiety (A) have been synthesized to investigate the corresponding photoinduced electron transfer (PET) property. The excitation behaviors were probed by steady-state absorption, emission, fluorescence solvatochromism, and femtosecond fluorescence up-conversion spectroscopy. The overall reaction dynamics can be rationalized by the rate of PET, in combination with solvent relaxation dynamics. It was found that the rate of PET is dependent on the anchored D/A ratio. The rate of D1A1 and D2A1 was resolved to be similar to 2.44 x 10(12) and 2.32 x 10(12) s(-1), respectively, while it is irresolvable in D1A2 and D2A2 (> 6.6 x 1011 s-1). In another approach, based on the comprehensive X-ray data, cyclicvoltammetry, and absorption/emission spectra, the rate of photoinduced electron transfer was also qualitatively estimated. Fair comparisons were made between experimental and theoretical approaches to gain detailed insight into the PET for the titled systems.

引用

页码：456 / 465

页数：10

共 42 条

[31] Organic phototransistor based on intramolecular charge transfer in a bifunctional spiro compound [J].