38512-35-5Relevant academic research and scientific papers
Is Magnetic Bistability of Carbenes a General Phenomenon? Isolation of Simple Aryl(trifluoromethyl)carbenes in Both Their Singlet and Triplet States
Tsegaw, Yetsedaw A.,Kadam, Pritam E.,T?tsch, Niklas,Sanchez-Garcia, Elsa,Sander, Wolfram
, p. 12310 - 12316 (2017)
p-Tolyl(trifluoromethyl)carbene and the related fluorenyl(trifluoromethyl)carbene were synthesized in solid argon and characterized by IR, UV-vis, and electron paramagnetic resonance spectroscopy as well as by quantum mechanical calculations. The carbenes
Enantioselective rhodium-catalysed insertion of trifluorodiazoethanes into tin hydrides
Hyde, Stephen,Veliks, Janis,Ascough, David M.H.,Szpera, Robert,Paton, Robert S.,Gouverneur, Véronique
, p. 17 - 25 (2018/12/04)
Aryl substituted 2,2,2-trifluorodiazoethanes undergo rhodium(II)-catalysed insertion reactions with tin hydrides affording the corresponding α-(trifluoromethyl)benzyl stannanes. This reactivity contrasts with that of diazo esters which predominantly afford CH2 reduction products in the presence of tin hydrides. The first example of asymmetric insertion into tin hydrides using diazo compounds is also described. In addition, this system extends to asymmetric germanium hydride and silane insertion.
Diversity-oriented approach to CF3CHF-, CF3CFBr-, CF3CF2-, (CF3)2CH-, and CF3(SCF3)CH-substituted arenes from 1-(Diazo-2,2,2-trifluoroethyl)arenes
Emer, Enrico,Twilton, Jack,Tredwell, Matthew,Calderwood, Samuel,Collier, Thomas Lee,Ligault, Benot,Taillefer, Marc,Gouverneur, Vronique
, p. 6004 - 6007 (2015/01/09)
Arenes substituted with perfluoroalkyl groups are attractive targets for drug and agrochemical development. Exploiting the carbenic character of donor/acceptor diazo compounds, a diversity-oriented synthesis of perfluoroalkylated arenes, for late stage fluorofunctionalization, is described. The reaction of 1-(diazo-2,2,2-trifluoroethyl)arenes with HF, F/Br, F2, CF3H, and CF3SH sources give direct access to a variety of perfluoroalkyl-substituted arenes presenting with incremental fluorine content. The value of this approach is also demonstrated for radiochemistry and positron emission tomography with the [18F]-labeling of CF3CHF-, CF3CBrF-, and CF3CF2-arenes from [18F]fluoride.
