Thermal cycloaddition facilitated by orthogonal π-π organization through conformational transfer in a swivel-cruciform oligo(phenylenevinylene)

被引:15
作者
Tian, Leilei [1 ]
He, Feng [1 ]
Zhang, Houyu [1 ]
Xu, Hai [1 ]
Yang, Bing [1 ]
Wang, Chunyu [1 ]
Lu, Ping [1 ]
Hanif, Muddasir [1 ]
Li, Fei [1 ]
Ma, Yuguang [1 ]
Shen, Jiacong [1 ]
机构
[1] Jilin Univ, Minist Educ, Key Lab Supramol Struct & Mat, Changchun 130012, Peoples R China
关键词
biaryls; conformation analysis; cycloaddition; regioselectivity; stereoselectivity;
D O I
10.1002/anie.200603878
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Figure Presented) Extremely mild conditions are required for an intramolecular thermal [2+2] cycloaddition in the swivel-cruciform molecule 1. As a result of the relatively free rotation about the biphenyl bond in 1 (see picture, left) a conformation is accessible in which the alkene bonds of the two ortho substituents are brought into proximity in the required orthogonal arrangement, and the intramolecular cycloadduct (right) is formed at room temperature. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:3245 / 3248
页数:4
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