Tris(azolyl)methylthiolates: Another New Scorpionate Class?

Abstract

Trifluoromethylthiolate [CF3S]−, which contains activated C−F bonds, can act not only as a nucleophile but also can undergo nucleophilic substitution by Me3Si-Az (Az=pyrazolyl, 1,2,4-triazolyl, imidazolyl) leading to the corresponding tris(azolyl)methylthiolates [(Az)3CS]− (the structure of the anion with Az=pyrazoyl is shown), a potential new class of scorpionates. Tetrapyrrolemethane was isolated from the reaction with trimethylsilylpyrrole.