Pyreneacyl sulfides as a visible light-induced versatile ligation platform

被引:23
作者
Tuten, Bryan T. [1 ,2 ,3 ]
Menzel, Jan P. [1 ,2 ,3 ]
Pahnke, Kai [1 ,2 ]
Blinco, James P. [1 ,3 ]
Barner-Kowollik, Christopher [1 ,2 ,3 ]
机构
[1] Karlsruhe Inst Technol, Inst Tech Chem & Polymerchem, Preparat Macromol Chem, Engesserstr 18, D-76128 Karlsruhe, Germany
[2] Karlsruhe Inst Technol, Inst Biol Grenzflachen, Hermann von Helmholtz Pl 1, D-76344 Eggenstein Leopoldshafen, Germany
[3] Queensland Univ Technol, Sch Chem Phys & Mech Engn, 2 George St, Brisbane, Qld 4000, Australia
关键词
PHOTO-GENERATED THIOALDEHYDES; ELECTRON-TRANSFER; CHEMISTRY; THIOBENZALDEHYDE; PHOTOCHEMISTRY; CYCLOADDITION; DESIGN; OXIDES;
D O I
10.1039/c7cc00711f
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We report a visible light responsive moiety capable of generating highly reactive thioaldehydes. Upon irradiation with visible light (420 nm) the pyreneacyl sulfide species undergoes a Norrish II elimination yielding thioaldehydes capable of being trapped by nucleophiles (amines, aminoxys, and thiols), as well as Diels-Alder processes, representing a new versatile ligation platform.
引用
收藏
页码:4501 / 4504
页数:4
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