Syntheses of Dihydropyrene–Cyclophanediene Negative Photochromes Containing Internal Alkenyl and Alkynyl Groups and Comparison of Their Photochemical and Thermochemical Properties

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• 作者：Khurshid Ayub ; Reginald H. Mitchell
• 刊名：Journal of Organic Chemistry
• 出版年：2014
• 出版时间：January 17, 2014
• 年：2014
• 卷：79
• 期：2
• 页码：664-678
• 全文大小：563K
• ISSN：1520-6904

文摘

Synthesis of a variety of 8,16-disubstituted-anti-[2.2]metacyclophanedienes (CPD) with alkenyl and alkynyl internal (8,16) groups is described together with their analogous dihydropyrenes (DHP). Eyring and Arrhenius parameters were determined for the thermal closing reaction, CPD to DHP, and half-lives at 20 掳C were found to range from 11 days (X = CHO) to 36 years (X = CN), with alkenyl functions being from 56 days to 10 years. The visible light opening reaction, DHP to CPD, showed relative rates of 1 (X = CN) to 240 (X = CH鈺怌Me₂).