Photosensitized oxidation of alkenes with dendrimers as microreactors: controllable selectivity between energy and electron transfer pathway

Photosensitized oxidation of alkenes with dendrimers as microreactors: controllable selectivity between energy and electron transfer pathway
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DOI:
10.1039/b9nj00786e
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发表时间:
2010-04
影响因子:
3.3
通讯作者:
Zhao Yuan;Shaojun Zheng;Yi Zeng;Jinping Chen;Yongbin Han;Yingying Li;Yi Li
Zhao Yuan;Shaojun Zheng;Yi Zeng;Jinping Chen;Yongbin Han;Yingying Li;Yi Li
中科院分区:
化学3区
文献类型:
--
作者:
Zhao Yuan;Shaojun Zheng;Yi Zeng;Jinping Chen;Yongbin Han;Yingying Li;Yi Li

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以端羧基聚芳醚树枝状大分子为微反应器,研究了9,10-二氰基蒽(DCA)敏化的反式二苯乙烯和反,反-1,4-二苯基-1,3-丁二烯(DPB)的光氧化反应.通过将底物和敏化剂分子封装在相同或不同的树枝状聚合物中,可以成功地控制光氧化途径。单线态氧可以从一个树枝状聚合物转移到另一个树枝状聚合物。在光反应之后,产物可以更容易地从树枝状聚合物中提取而不是从胶束或囊泡中提取,并且树枝状聚合物可以简单地通过中和溶液来回收并重复使用。
Carboxylic acid terminated poly(aryl ether) dendrimers were used as microreactors to conduct the photooxidation of trans-stilbene and trans,trans-1,4-diphenyl-1,3-butadiene (DPB) sensitized by 9,10-dicyanoanthracene (DCA) in aqueous media. The photooxidation pathways can be successfully controlled by encapsulating the substrate and sensitizer molecules in the same or different sets of dendrimers. The singlet oxygen can transfer from one dendrimer to another. After the photoreaction, products could be more easily extracted from a dendrimer than from a micelle or a vesicle, and the dendrimer can be simply recovered by neutralization of the solution and reused.