Effect of the nature of aryl and heteroaryl groups on the excited state properties of asymmetric 1,4-diarylbutadienes

被引:18
作者
Bartocci, G
Galiazzo, G
Gennari, G
Marri, E
Mazzucato, U
Spalletti, A [1 ]
机构
[1] Univ Perugia, Dipartimento Chim, I-06123 Perugia, Italy
[2] Univ Padua, Dipartimento Chim Organ, I-35131 Padua, Italy
[3] Univ Padua, Dipartimento Chim Fis, I-35131 Padua, Italy
关键词
1,4-diarylbutadienes (asymmetric); photoisomerization; photophysics;
D O I
10.1016/S0301-0104(01)00463-3
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The excited state properties of a series of asymmetric 1-Ar,4-phenylbutadienes (Ar = naphthyl, phenanthryl, anthryl, pyrenyl, pyridyl and thienyl) have been investigated by stationary and pulsed techniques with the main aim of assessing the effect of the nature and size of the Ar group on the photophysical and photochemical behaviour. The comparison of the present results with those of previous studies on the corresponding 1,2-diarylethenes shows how the extension of the unsaturated chain affects the excited state properties and opens alternative adiabatic and "one photon-two bonds" isomerization mechanisms. The role of the relative position of the L, and Lb states of Ar with respect to the olefinic B, state on the photobehaviour is discussed. (C) 2001 Published by Elsevier Science B.V.
引用
收藏
页码:213 / 225
页数:13
相关论文
共 40 条
[1]   THE PHOTOPHYSICS AND PHOTOCHEMISTRY OF ALPHA,OMEGA-DIPHENYLPOLYENE SINGLET-STATES [J].
ALLEN, MT ;
WHITTEN, DG .
CHEMICAL REVIEWS, 1989, 89 (08) :1691-1702
[2]   TRIPLET-STATE 1-FOLD AND 2-FOLD CIS TRANS ISOMERIZATION OF BISSTYRYLARENES - BALANCE BETWEEN DIABATIC AND ADIABATIC MECHANISMS [J].
ANGER, I ;
SUNDAHL, M ;
WENNERSTROM, O ;
SANDROS, K ;
ARAI, T ;
TOKUMARU, K .
JOURNAL OF PHYSICAL CHEMISTRY, 1992, 96 (17) :7027-7032
[3]  
Arai T., 1995, ADV PHOTOCHEM, V20, P1
[4]   Excited-state behavior of some all-trans-α,ω-dithienylpolyenes [J].
Bartocci, G ;
Spalletti, A ;
Becker, RS ;
Elisei, F ;
Floridi, S ;
Mazzucato, U .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (05) :1065-1075
[5]   EFFECT OF THE NATURE OF THE AROMATIC-GROUPS ON THE LOWEST EXCITED-STATES OF TRANS-1,2-DIARYLETHENES [J].
BARTOCCI, G ;
MAZZUCATO, U ;
SPALLETTI, A ;
ORLANDI, G ;
POGGI, G .
JOURNAL OF THE CHEMICAL SOCIETY-FARADAY TRANSACTIONS, 1992, 88 (21) :3139-3144
[6]   Spectral and photophysical properties of trans-2-styrylanthracene rotamers, derived by kinetic fluorescence analysis. A comparison with the results obtained by statistical procedures [J].
Bartocci, G ;
Mazzucato, U ;
Spalletti, A .
CHEMICAL PHYSICS, 1996, 202 (2-3) :367-376
[7]   PHOTOPHYSICAL AND THEORETICAL-STUDIES OF PHOTOISOMERISM AND ROTAMERISM OF TRANS-STYRYLPHENANTHRENES [J].
BARTOCCI, G ;
MASETTI, F ;
MAZZUCATO, U ;
SPALLETTI, A ;
BARALDI, I ;
MOMICCHIOLI, F .
JOURNAL OF PHYSICAL CHEMISTRY, 1987, 91 (18) :4733-4743
[8]   Photophysics and photochemistry of the EE and ZE isomers of 1-(n-pyridyl)-4-phenyl-1,3-butadiene (n=2, 3 and 4) [J].
Bartocci, G ;
Galiazzo, G ;
Mazzucato, U ;
Spalletti, A .
PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2001, 3 (03) :379-386
[9]   FLUORIMETRIC AND THEORETICAL-STUDY OF THE ROTAMERISM OF TRANS-STYRYLANTHRACENES [J].
BARTOCCI, G ;
MASETTI, F ;
MAZZUCATO, U ;
BARALDI, I ;
FISCHER, E .
JOURNAL OF MOLECULAR STRUCTURE, 1989, 193 :173-183
[10]   SOLVENT AND TEMPERATURE EFFECTS ON THE FLUORESCENCE AND COMPETITIVE PHOTOREACTIONS OF CIS-9-STYRYLANTHRACENE [J].
BARTOCCI, G ;
SPALLETTI, A ;
MAZZUCATO, U .
RESEARCH ON CHEMICAL INTERMEDIATES, 1995, 21 (07) :735-747