Switched enantioselectivity by solvent components and temperature in photocyclodimerization of 2-anthracenecarboxylate with 6~A,6~X-diguanidio-γ-cyclodextrins  

Switched enantioselectivity by solvent components and temperature in photocyclodimerization of 2-anthracenecarboxylate with 6~A,6~X-diguanidio-γ-cyclodextrins

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作  者:Jigao Yi Wenting Liang Xueqin Wei Jiabin Yao Zhiqiang Yan Dan Su Zhihui Zhong Guowei Gao Wanhua Wu Cheng Yang 

机构地区:[1]Key Laboratory of Green Chemistry & Technology, College of Chemistry and state Key Laboratory of Biotherapy, West China Medical Center, Sichuan University [2]Institute of Environmental Sciences,Department of Chemistry, Shanxi University

出  处:《Chinese Chemical Letters》2018年第1期87-90,共4页中国化学快报(英文版)

基  金:supported by the grants from the National Natural Science Foundation of China(Nos. 21572142, 21372165 and 21402129);State Key Laboratory of Polymer MaterialsEngineering(No.sklpme2014-2-06)

摘  要:A series of 6A,6X-diguanidio-y-cyclodextrins (CDs) were used as chiral hosts for mediating the enantiodifferentiating [4 +4] photocyclodimerization of 2-anthracenecarboxylic acid (AC). These γ-CD derivatives form stable 1:2 ternary complexes with AC in aqueous ammonia solutions and the head-to- head photodimers 3 and 4 were greatly enhanced in the presence of these diguanidio-γ-CDs. The enantioselectivity ofchiral photodimers 2 and 3 is a critical function of the temperature and the ammonia contents, showinz inverted oroduct chiralitv by chanzinz these external factors.A series of 6A,6X-diguanidio-y-cyclodextrins (CDs) were used as chiral hosts for mediating the enantiodifferentiating [4 +4] photocyclodimerization of 2-anthracenecarboxylic acid (AC). These γ-CD derivatives form stable 1:2 ternary complexes with AC in aqueous ammonia solutions and the head-to- head photodimers 3 and 4 were greatly enhanced in the presence of these diguanidio-γ-CDs. The enantioselectivity ofchiral photodimers 2 and 3 is a critical function of the temperature and the ammonia contents, showinz inverted oroduct chiralitv by chanzinz these external factors.

关 键 词:CyclodextrinsPhotocyclodimerizationAnthracenecarboxylic acidSupramolecular complexationSolvent effect 

分 类 号:O6[理学—化学]

 

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