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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
Authors:Saleh A Ahmed  Khalid S KhairouAboel-Magd A Abdel-Wahab  Zeinab A HozienHeinz Dürr
Institution:a Chemistry Department, Faculty of Applied Sciences, Umm Al-Qura University, Makkah, Saudi Arabia
b Chemistry Department, Faculty of Science, Assiut University, 71516 Assiut, Egypt
c University of Saarland, Fachrichtung 11.2, Organische Chemie, D-66041 Saarbrücken, Germany
Abstract: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.
Keywords:Photochromism  Dihydro 5-azaindolizine (DHAI)  Linker-conjugate  Reformatsky reagent  Q-phos  Half-lives
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