21506-10-5Relevant articles and documents
Copper-catalyzed trifluoromethylselenolation of aryl and alkyl halides: The silver effect in transmetalation
Chen, Chaohuang,Hou, Chuanqi,Wang, Yuguang,Hor, T. S. Andy,Weng, Zhiqiang
, p. 524 - 527 (2014)
A catalytic trifluoromethylselenolation of aryl and alkyl halides by a Cu(I) catalyst has been developed. A key intermediate, [(phen)Cu(SeCF3)]2 (5) was successfully isolated and characterized by X-ray diffraction. The important role of silver in the tran
Visible-Light-Mediated Metal-Free Synthesis of Trifluoromethylselenolated Arenes
Ghiazza, Clément,Debrauwer, Vincent,Monnereau, Cyrille,Khrouz, Lhoussain,Médebielle, Maurice,Billard, Thierry,Tlili, Anis
supporting information, p. 11781 - 11785 (2018/09/10)
The first visible-light-mediated synthesis of trifluoromethylselenolated arenes under metal-free conditions is reported. The use of an organic photocatalyst enables the trifluoromethylselenolation of arene diazonium salts using the shelf-stable reagent trifluoromethyl tolueneselenosulfonate at room temperature. The reaction does not require the presence of any additives and shows high functional-group tolerance, covering a very broad range of starting materials. Mechanistic investigations, including EPR spectroscopy, luminescence investigations, and cyclic voltammetry allow rationalization of the reaction mechanism.
Electrophilic Trifluoromethyl- and Fluoroalkylselenolation of Organometallic Reagents
Glenadel, Quentin,Ismalaj, Ermal,Billard, Thierry
supporting information, p. 530 - 533 (2017/02/05)
Fluoroalkylseleno groups are emerging groups that still suffer from a lack of efficient methods for introduction onto organic molecules. Herein, we describe an efficient method to perform reactions between in situ formed fluoroalkaneselenyl chlorides and organometallic reagents. With this strategy, various fluoroalkylselenolated molecules were easily obtained. Furthermore, the Hansch parameter of the CF3Se group was determined for the first time.
