Generation of Cyclopentadiene for Diels-Alder Reactions by Visible-Light Irradiation of Iron Sandwich Complexes

被引:3
作者
Sokolov, Alexey S. [1 ]
Polezhaev, Alexander, V [1 ]
Nelyubina, Yulia, V [1 ]
Perekalin, Dmitry S. [1 ]
机构
[1] Russian Acad Sci, AN Nesmeyanov Inst Organoelement Cpds, Vavilova 28, Moscow 119991, Russia
基金
俄罗斯科学基金会;
关键词
cyclopentadiene; Diels-Alder reaction; iron; photochemistry; sandwich complexes; ARENE REPLACEMENT REACTIONS; TRIPLE-DECKER COMPLEXES; PHOTOCHEMICAL-REACTION; LIGAND; ROUTE; DECOMPOSITION; REACTIVITY; ORGANOIRON; CHEMISTRY; BOND;
D O I
10.1002/hlca.202100246
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Cyclopentadienes readily undergo fast and selective Diels-Alder reactions which can be used for conjugation of biomolecules and polymers. Herein we present a new method for the photochemical generation of cyclopentadienes by the visible light irradiation of the iron complexes [(C5H4R)Fe(arene)](+). This reaction proceeds at room temperature, in water, and in the presence of potentially interfering amino acids. Free cyclopentadiene is trapped by dienophiles to give the corresponding Diels-Alder adducts in 72-95 % yield.
引用
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页数:8
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