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The Reactivity of CF 3 C 6 F 4 OC 6 F 4 Li towards Halogens and Cyanogen Halides
Author(s) -
Klapötke Thomas M.,
Krumm Burkhard,
Polborn Kurt
Publication year - 2000
Publication title -
zeitschrift für anorganische und allgemeine chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.354
H-Index - 66
eISSN - 1521-3749
pISSN - 0044-2313
DOI - 10.1002/1521-3749(200010)626:10<2047::aid-zaac2047>3.0.co;2-h
Subject(s) - chemistry , bromine , cyanogen , halogen , medicinal chemistry , halide , cyanogen bromide , iodide , reactivity (psychology) , halogenation , chlorine , polymer chemistry , nitrile , iodine , organic chemistry , alkyl , medicine , biochemistry , alternative medicine , pathology , peptide sequence , gene
The reaction of 4‐(4′‐trifluoromethyl‐tetrafluorophenoxy)‐tetrafluorophenyllithium (R F Li, 1 ) with halogens, dicyanogen, cyanogen halides, and xenon difluoride was examined. The corresponding halogenated aromatics R F Cl ( 2 ), R F Br ( 3 ) and R F I ( 4 ) were formed upon reaction with chlorine, bromine, and iodine. Essentially the same products were isolated in the reaction of 1 with cyanogen chloride, bromide, and iodide, respectively. The nitrile R F CN ( 5 ) was obtained from the reaction of 1 with dicyanogen only as a minor product. The reaction of 1 with XeF 2 resulted in the isolation of R F CH(CH 3 )CH 2 CH 3 ( 6 ). All products were identified and characterized by analytical and spectroscopic methods. In addition the molecular structures of 2 , 3 , and 4 have been determined by X‐ray crystallography. The reaction enthalpies for the gas phase reactions of pentafluorophenyllithium, C 6 F 5 Li, as a model for 1 , with XCN (X = F, Cl, Br, I) were calculated.