Visible light photocatalysis of intramolecular radical cation Diels-Alder cycloadditions.

Visible light photocatalysis of intramolecular radical cation Diels-Alder cycloadditions.
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DOI:
10.1016/j.tetlet.2012.04.021
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发表时间:
2012-06-13
影响因子:
1.8
通讯作者:
Yoon TP
Yoon TP
中科院分区:
化学4区
文献类型:
--
作者:
Lin S;Padilla CE;Ischay MA;Yoon TP

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分子内自由基阳离子Diels-Alder反应可以在使用可见光照射的光催化条件下进行。光催化剂系统涉及使用Ru(bpy)32+发色团和甲基紫精作为共氧化剂。这些反应使得其热狄尔斯-阿尔德环加成是电子失配的,因此需要强制条件的基板的环加成。然而,自由基阳离子环加成可以使用环境阳光作为唯一的照射源以克级进行。
Intramolecular radical cation Diels-Alder reactions can be conducted under photocatalytic conditions using visible light irradiation. The photocatalyst system involves the use of a Ru(bpy)32+ chromophore and methyl viologen as a co-oxidant. These reactions enable the cycloaddition of substrates whose thermal Diels–Alder cycloadditions are electronically mismatched and thus require forcing conditions. Nevertheless, the radical cation cycloadditions can be conducted on gram scale using ambient sunlight as the only source of irradiation.
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