Switched enantioselectivity by solvent components and temperature in photocyclodimerization of 2-anthracenecarboxylate with 6(A),6(x)-diguanidio-gamma-cyclodextrins

Switched enantioselectivity by solvent components and temperature in photocyclodimerization of 2-anthracenecarboxylate with 6(A),6(x)-diguanidio-gamma-cyclodextrins
复制标题

2-蒽甲酸酯与 6(A),6(x)-二胍基-γ-环糊精光环二聚反应中溶剂组分和温度改变对映选择性

DOI:
10.1016/j.cclet.2017.05.004
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发表时间:
2018
影响因子:
9.1
通讯作者:
Yang Cheng
Yang Cheng
中科院分区:
化学1区
文献类型:
--
作者:
Yi Jigao;Liang Wenting;Wei Xueqin;Yao Jiabin;Yan Zhiqiang;Su Dan;Zhong Zhihui;Gao Guowei;Wu Wanhua;Yang Cheng

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以一系列6A, 6x -二胍-γ-环糊精(CDs)为手性宿主,介导2-蒽甲酸(AC)对映分化[4 + 4]光环二聚反应。这些γ- cd衍生物在氨水溶液中与AC形成稳定的1:2三元配合物,并且在这些双胍-γ- cd的存在下,头对头的光二聚体3和4大大增强。手性光二聚体2和3的对映选择性是温度和氨含量的关键函数,通过改变这些外部因素表现出倒转的产物手性。
A series of 6A,6X-diguanidio-γ-cyclodextrins (CDs) were used as chiral hosts for mediating the enantiodifferentiating [4 + 4] photocyclodimerization of 2-anthracenecarboxylic acid (AC). Theseγ-CD derivatives form stable 1:2 ternary complexes with AC in aqueous ammonia solutions and the head-to-head photodimers3and4were greatly enhanced in the presence of these diguanidio-γ-CDs. The enantioselectivity of chiral photodimers2and3is a critical function of the temperature and the ammonia contents, showing inverted product chirality by changing these external factors.