Well-defined CuC2F5 complexes and pentafluoroethylation of acid chlorides.
Four new well-defined Cu(I) complexes bearing a C2 F5 ligand have been prepared and fully characterized: [(Ph3 P)2 CuC2 F5 ] (2), [(bpy)CuC2 F5 ] (3), [(Ph3 P)Cu(phen)C2 F5 ] (4), and [(IPr*)CuC2 F5 ] (5). X-ray structures of all four have been determined, showing that the C2 F5 -ligated Cu atom can be di- (5), tri- (2 and 3), and tetracoordinate (4). The mixed phen-PPh3 complex 4 is a highly efficient fluoroalkylating agent for a broad variety of acid chlorides. This high-yielding transformation represents the first general method for the synthesis of RCOC2 F5 from the corresponding RCOCl.
Institute of Chemical Research of Catalonia (ICIQ), Avgda. Països Catalans 16, 43007 Tarragona (Spain).
Liubov I
LI
Panferova
Fedor M
FM
Miloserdov
Anton
A
Lishchynskyi
Marta
M
Martínez Belmonte
Jordi
J
Benet-Buchholz
Vladimir V
VV
Grushin
D002712:Chlorides / Q000737:chemistry*; D056831:Coordination Complexes / Q000737:chemistry*; D003300:Copper / Q000737:chemistry*; D018360:Crystallography, X-Ray; D005461:Fluorine / Q000737:chemistry*; D007659:Ketones / Q000138:chemical synthesis / Q000737:chemistry; D008968:Molecular Conformation; D010618:Phenanthrolines / Q000737:chemistry
D002712:Chlorides; D056831:Coordination Complexes; D007659:Ketones; D010618:Phenanthrolines; D005461:Fluorine; D003300:Copper; C025205:1,10-phenanthroline
copper; fluorine; organometallic synthesis; pentafluoroethyl ketones; pentafluoroethylation