The synthesis, structural characterization in the solid state, and reactivity of a selenazolidine and a six-membered-ring derivative, i.e., a 1,3-tetrahydroselenazine, that contain a C6F5 substituent are reported. The first crystallographic characterization of a 1,3-tetrahydroselenazine was accomplished by means of single-crystal X-ray diffraction analysis. Despite the structural analogy to C6F5-substituted imidazolidines, these selenium-containing heterocycles exhibit pronounced thermal stability and high resistance toward the formation of the corresponding (amino)(seleno)carbenes, highlighting fundamentally different reactivity patterns between imidazolidines and selenazolidines.
Kikunami et al. (Sun,) studied this question.
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