2021/07/02 by Benyu Zhou, François P. Gabbaï, François P. Gabbaı̈ · 1 citation
Pharmacology, Toxicology and Pharmaceutics · Chemistry · #Organoselenium and organotellurium chemistry #Crystallography and molecular interactions #Organic Chemistry Cycloaddition Reactions
paper · doi:10.1021/acs.organomet.1c00279
We describe the synthesis and structures of o -C 6 F 4 (TeMes) 2 ( 1 ) and o -C 6 F 4 (TeAr F ) 2 ( 2, Ar F = 3,5-(CF 3 ) 2 C 6 H 3 )), two new bifunctional tellurides featuring an electron-withdrawing backbone. While 2 resisted methylation, 1 reacted with Me 3 O·BF 4 in CH 2 Cl 2 to afford o -C 6 F 4 (TeMes)(TeMeMes) ([ 3 ] + ), a mixed-valent telluride/telluronium cation isolated as a tetrafluoroborate salt. Although attempts to methylate the second telluride have been unsuccessful, [ 3 ] + readily catalyzes the hydrogenation of 2-phenyl-quinoline with Hantzsch ester. Comparison with simple telluronium cations including [Ar F 2 TeMe] + and [MesAr F TeMe] + confirms that the catalytic activity of these compounds originates from the presence of a tetravalent, cationic tellurium center.