Carbonylative formation of N-acetyl-2,6-difluorobenzamide through N–H bond activation of 2,6-difluorobenzamide with Ni(II) complex supported with phosphine ligands

2011 
Abstract Fluorinated imide, N-acetyl-2,6-difluorobenzamide (C 6 H 3 F 2 -2,6)C(O)NHC(O)Me 2 , could be obtained through one-pot reaction of NiMe 2 (PMe 3 ) 3 with 2,6-difluorobenzamide (C 6 H 3 F 2 -2,6)C(O)NH 2 1 in CO atmosphere. A postulated reaction mechanism via N–H bond cleavage and carbonylative reductive elimination on nickel center was partly experimentally confirmed. An important intermediate (C 6 H 3 F 2 -2,6)C(O)HNNiMe(PMe 3 ) 2 3 was isolated and structurally characterized.
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