Photochromism of dihydroindolizines. Part XVIII: palladium-catalyzed Negishi coupling for the synthesis of photochromic dihydro 5-azaindolizine-linker-conjugates with a terminal ethylene anchoring group

被引:16
作者
Ahmed, Saleh A. [1 ,2 ,3 ]
Khairou, Khalid S. [1 ]
Abdel-Wahab, Aboel-Magd A. [2 ]
Hozien, Zeinab A. [2 ]
Duerr, Heinz [3 ]
机构
[1] Umm Al Qura Univ, Dept Chem, Fac Sci Appl, Mecca, Saudi Arabia
[2] Assiut Univ, Dept Chem, Fac Sci, Assiut 71516, Egypt
[3] Univ Saarland, D-66041 Saarbrucken, Germany
关键词
Photochromism; Dihydro 5-azaindolizine (DHAI); Linker-conjugate; Reformatsky reagent; Q-phos; Half-lives; PHOTOPHYSICAL BEHAVIOR; LIGHT;
D O I
10.1016/j.tetlet.2012.06.039
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Eight new photochromic dihydro 5-azaindolizine-linker-conjugates with a terminal ethylene anchoring group have been synthesized via palladium-catalyzed Negishi coupling. Polychromatic light irradiation of the photochromic dihydro 5-azaindolizines (DHAIs) led to ring-opened colored betaines which underwent reversible thermal 1,5-electrocyclization into their corresponding DHAIs in the second domain. The noteworthy multiaddressable photochromic properties are useful for a plethora of new applications for these materials such as anchoring the ethylene group to metal-oxide nanoparticles. (c) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4397 / 4401
页数:5
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