Xiaoyong Lu - Addition reactions of fluoroalkanesulfonyl azides to [60] fullerene under thermal or microwave irradiation condition

Document created by Xiaoyong Lu on Aug 22, 2014
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  Fullerene C60 was considered as electron-deficient   compound,16 C.A. Reed and R.D.   Bolskar, Chem. Rev. 100 (2000), pp.   1075–1120.  Full Text via CrossRef  | View Record in Scopus | Cited By in Scopus (363)16  its reaction with 1 should be under more violent   condition. As part of our continuing  interest in the   chemical transformation of fluoroalkanesulfonyl azides,  we   now report our preliminary investigation of the first reaction of   C60 with fluorinated azides and discuss the possible   reaction mechanism.


  The reactions of [60] fullerene with excess fluoroalkanesulfonyl   azides RfSO2N3 in   o-dichlorobenzene  under thermal or microwave   irradiation condition afforded monoadduct  opened   [5,6]-bridged azafulleroids. While, similarly treatment of    2,2,2-trifluoroethyl azides   CF3CH2N3 with C60  gave two monoadducts, i.e., opened [5,6]-bridged azafulleroids,   closed  [6,6]-bridged Aziridino-fullerene, and some   multi-addition product. A  general mechanism for these   addition reactions was proposed.

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