Herein, we have undertaken the synthesis and reactivity of a 6-membered saturated NHC borane aduct (1). Direct electrophilic halogenation of 1 with a stoichiometric amount of I2 led to NHC...

We have prepared amidinato-germylene (3) and -stannylene (4) with a tris(trimethylsilyl)silyl substituent and subsequently substituted the hypersilyl moiety by reacting 3 with chlorophosphines, which led to phosphino germylenes (5 and 6) with concomitant liberation of (Me 3 Si) 3 SiCl. Exploiting the fluoride affinity of the silicon atom, we have prepared pentafluoropyridyl germylene (7) and -stannylene (8) by reacting 3 and 4 with C 5 F 5 N with simultaneous elimination of (Me 3 Si) 3 SiF. These are the first examples of aryl germylenes or stannylenes prepared via C−F bond activation of a perfluoroarene. The reaction of 4 with Me 3 NO resulted in a novel Sn 2 O 2 ring (9). All compounds were characterized by single-crystal X-ray structure determination studies.

The reaction of IDipp with C5F5N led to functionalization of all three carbon atoms of the imidazole ring with HF2-as the counter-anion (1). Reactivity with 2,3,5,6-tetrafluoropyridine gives only C−F bond...