Synthesis and chemistry of perfluoro-2-iodo-2-methyl-alkanes
作者:A. Probst、K. Raab、K. Ulm、K. von Werner
DOI:10.1016/s0022-1139(00)82019-9
日期:1987.11
perfluoro-tert-alkyl iodides CF3(CF2)C(CF3)2I have been obtained from F-alkenes CF3(CF2)nCFC(CF3)2 (n = 0 and 1) by formal additions of iodine fluoride; these required substantial alterations of known procedure. The F-tert-alkyl iodides are the most reactive alkyl halides known so far, and they are also very toxic. The following types of reactions have been studied: (a) Nucleophilic attack of anions at the iodine
Novel fluorinated mono-enes and di-enes have been synthesised via telomerisation reactions using (CF3)2CFI with CF2CH2 and also with CF2CFH. Cyclo-additions with diazomethane occur readily to give Δ1 or Δ2 pyrazolines, depending on the system, and nucleophilic attack occurs with methanol and with fluoride ion. In the latter case, stable carbanions have been observed. A novel free-radical route to