Trifluoromethylchlorosulfonylation of Alkenes: Evidence for an Inner-Sphere Mechanism by a Copper Phenanthroline Photoredox Catalyst

Trifluoromethylchlorosulfonylation of Alkenes: Evidence for an Inner-Sphere Mechanism by a Copper Phenanthroline Photoredox Catalyst
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DOI:
10.1002/anie.201501880
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发表时间:
2015-06-08
影响因子:
16.6
通讯作者:
Reiser, Oliver
Reiser, Oliver
中科院分区:
化学1区
文献类型:
--
作者:
Bagal, Dattatraya B.;Kachkovskyi, Georgiy;Reiser, Oliver

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提出了一种前所未有的未活化烯烃的三氟甲基氯磺化反应的可见光介导法。它使用[Cu(Dap)(2)]Cl作为催化剂,并与[Ru(Bpy)(3)]Cl-2、[Ir(Ppy)(2)(Dtbbpy)]PF6或曙红Y形成对比,后者只产生相同烯烃的三氟甲基氯化反应。假定[Cu(Dap)(2)]Cl具有双重作用,即既作为电子转移试剂,又在成键过程中与反应物配位。
A visible-light-mediated procedure for the unprecedented trifluoromethylchlorosulfonylation of unactivated alkenes is presented. It uses [Cu(dap)(2)]Cl as catalyst, and contrasts with [Ru(bpy)(3)]Cl-2, [Ir(ppy)(2)(dtbbpy)]PF6, or eosin Y that exclusively give rise to trifluoromethylchlorination of the same alkenes. It is assumed that [Cu(dap)(2)] Cl plays a dual role, that is, acting both as an electron transfer reagent as well as coordinating the reactants in the bond forming processes.