Reduction of aryl halides by consecutive visible light-induced electron transfer processes
Reduction of aryl halides by consecutive visible light-induced electron transfer processes
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DOI：
10.1126/science.1258232
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发表时间：
2014-11-07
期刊：
影响因子：
56.9
通讯作者：
Koenig, Burkhard
中科院分区：
文献类型：
--
作者：
Ghosh, Indrajit;Ghosh, Tamal;Koenig, Burkhard
生物光合作用使用几个可见光光子的能量来进行水的具有挑战性的氧化，而化学光合作用通常只涉及单光子激发。可见光光诱导电子转移（PET）将苝酰亚胺还原为稳定的有色自由基阴离子。我们在这里报告，随后的激发的自由基阴离子积累足够的能量，减少稳定的芳基氯得到芳基，这是被捕获的氢原子供体或用于碳-碳键的形成。这种连续的PET（conPET）克服了目前可见光光氧化还原催化的能量限制，并允许有机合成中反应性较低的化学键的光催化转化。
Biological photosynthesis uses the energy of several visible light photons for the challenging oxidation of water, whereas chemical photocatalysis typically involves only single-photon excitation. Perylene bisimide is reduced by visible light photoinduced electron transfer (PET) to its stable and colored radical anion. We report here that subsequent excitation of the radical anion accumulates sufficient energy for the reduction of stable aryl chlorides giving aryl radicals, which were trapped by hydrogen atom donors or used in carbon-carbon bond formation. This consecutive PET (conPET) overcomes the current energetic limitation of visible light photoredox catalysis and allows the photocatalytic conversion of less reactive chemical bonds in organic synthesis.