Competition Between Head-to-Head and Head-to-Tail Photocycloaddition Reaction in the Solid State: A Case Study,Crystal Growth & Design

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Competition Between Head-to-Head and Head-to-Tail Photocycloaddition Reaction in the Solid State: A Case Study
Crystal Growth & Design ( IF 3.2 ) Pub Date : 2018-05-04 00:00:00 , DOI: 10.1021/acs.cgd.8b00442
Vaishali A. Sawant _{1,

2} , Jien Wu ₁ , Jagdese J. Vittal ₁

Affiliation

Solid state [2 + 2] cycloaddition photochemical reactions have recently emerged as a benign green method to synthesize cyclobutane derivatives. Synthesis of cyclobutane isomers are often controlled by the manner in which unsymmetrical olefin pairs have been aligned either in a head-to-head (HH) or head-to-tail (HT) manner using bridging ligands, organic templating agents, metalorganic clipping agents, and metallophilic interactions. Here we synthesized three Zn(II) one-dimensional coordination polymers (1D CPs) in which the terminal ligands having olefin groups are aligned in both a HH and HT fashion to undergo a photo-cycloaddition reaction. Of these, two CPs provided HH photoproducts, while the third CP gave a mixture of HH and HT photoproducts. These results hope to provide additional knowledge to design the solids to obtain the desired cyclobutane regioselectively.

中文翻译：

固态中头对头和尾对头光环加成反应之间的竞争：一个案例研究

固态[2 + 2]环加成光化学反应最近作为合成环丁烷衍生物的良性绿色方法出现。环丁烷异构体的合成通常通过以下方式来控制：不对称烯烃对使用桥键式配体，有机模板剂，金属有机螯合剂以头对头（HH）或头对尾（HT）的方式进行排列和嗜金属相互作用。在这里，我们合成了三种Zn（II）一维配位聚合物（1D CPs），其中具有烯烃基的末端配体以HH和HT方式排列，并进行光环加成反应。其中，两个CP提供HH光产物，而第三CP提供HH和HT光产物的混合物。

更新日期：2018-05-04

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