Redox Switching of Conjugation Length Using 9,9,10,10-Tetraaryl-9,10-dihydrophenanthrene as an ON/OFF Unit: Preparation, X-ray Structure, and Redox Properties of Perfluorobiphenyl Derivative and Its SNAr Reactions to π-Extended Analogues
Polycyclic fluoroaromatic compounds. Part V. Nucleophilic replacement in decafluorophenanthrene
作者:J. Burdon、B. L. Kane、J. C. Tatlow
DOI:10.1039/j39710001601
日期:——
Decafluorophenanthrene reacts with sodium methoxide and with dimethylamine with replacement of the fluorine atoms at positions 2 and 7. This has been proved by n.m.r. spectroscopy and by chemical means. Polyfluorophenanthrenes are oxidised to polyfluorobiphenyl-2,2′-dicarboxylic acids by potassium permanganate.
The preparations and reactions of several 2,2′-disubstitutedoctafluorobiphenyls and heterocyclic organometallic derivatives of Group IV elements and titanium are described. Some evidence is given for the organometallic titanium intermediate postulated in the coupling reaction for the syntheses of polyfluorobiphenyls.