[4+4] Photodimerization of Azaanthracenes in Both Solution and Solid Phase Controlled by Cation-π Interactions

[4+4] Photodimerization of Azaanthracenes in Both Solution and Solid Phase Controlled by Cation-π Interactions
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DOI:
10.1021/ol3003089
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发表时间:
2012-03-16
期刊:
影响因子:
5.2
通讯作者:
Kawamura, Chiaki
Kawamura, Chiaki
中科院分区:
化学1区
文献类型:
--
作者:
Yamada, Shinji;Kawamura, Chiaki

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分别在甲醇溶液和固相中进行了1-和2-氮杂蒽的区域选择性和立体选择性[4 + 4]光二聚反应,以高产率得到抗HT二聚体。在这些反应中,吡啶阳离子和苯环之间的分子间阳离子-π相互作用在光二聚反应之前的预取向中起关键作用。
Regio- and stereoselective [4 + 4] photodimerization reactions of 1- and 2-azaanthracenes were performed in both methanol solution and solid phases to give anti-HT dimers in high yields. In these reactions, intermolecular cation-pi interactions between the pyridinium cation and the benzene ring play a key role in preorientation prior to the photodimerization reactions.