105417-07-0Relevant articles and documents
Room temperature preparation of trifluoroethenylzinc reagent by metalation of the readily available halocarbon HFC-134a and an efficient, economically viable synthesis of 1,2,2-trifluorostyrenes
Raghavanpillai, Anilkumar,Burton, Donald J.
, p. 7083 - 7091 (2007/10/03)
Trifluoroethenylzinc reagent [CF2=CFZnX] was generated from the readily available halocarbon HFC-134a by an in situ metalation-transmetalation procedure at temperatures near to room temperature (15-20 °C). By systematic standardization of the m
Palladium - Catalyzed Cross - Coupling of Perfluoroalkenylzinc Reagents with Aryl Iodides. A New, Simple Synthesis of α,β,β-Trifluorostyrenes and the Stereoselective Preparation of 1-Arylperfluoroprepanes
Heinze, Pamela L.,Burton, Donald J.
, p. 2714 - 2720 (2007/10/02)
Perfluoroalkenylzinc reagents coupled with aryl iodides in the presence of Pd(PPh3)4 (1-3 molpercent) to give the corresponding arylalkenes.A series of substituted α,β,β-trifluorostyrenes were prepared in good yields.This method provides ready availability of these fluorinated styrenes, which were previously obtained with difficulty.For the first time, 1-arylperfluoropropenes were prepared stereoselectively.Palladium-catalyzed reactions of 2 with aryl iodides gave stereospecific (E)-1-arylperfluoropropenes, and the same procedure with 3 gave stereoselective Z/E ratios ranging from 98/2 to 92/8.
PALLADIUM CATALYZED COUPLING OF F-VINYL ZINC REAGENTS WITH ARYL IODIDES. AN IMPROVED SYNTHESIS OF α,β,β-TRIFLUOROSTYRENES AND THE STEREOSPECIFIC PREPARATION OF 1-PHENYL-F-PROPENES
Heinze, Pamela L.,Burton, Donald J.
, p. 115 - 120 (2007/10/02)
Palladium catalyzed coupling of trifluorovinyl zinc reagents with substituted aryl iodides provides a practical high yield route to α,β,β-trifluororstyrenes.Ortho, meta, and para substituted aryl iodides all work equally well.Similar coupling with E- and Z-1-iodo-F-propenes outlines the first stereospecific preparative route to 1-aryl-F-olefins.This approach provides a rapid, easily scaled-up synthesis via a one pot procedure to these valuable styrenes from commercially available precursors without recourse to low temperature processes or the use of unstable reaction intermediates.
