Abstract
1. Stable dialkylselenonium nitro ylides have been synthesized. 2. In reactions with strong electrophilic reagents (halogens, hydrogen halides, and N-halo imides), the dialkylselenonium nitro ylides behave like their diphenylselenonium analogs: cleavage of the intermediate selenonium salt by the counterion and by a second molecule of electrophile takes place exclusively at the\(Se--C_{NO_2 } \) bond. 3. A study has been made of the ability of iodonium nitro ylides to transfer a nitromethylene fragment to sulfides and selenides to form the corresponding sulfonium and selenonium ylides. 4. The feature distinguishing the dialkylselenonium nitro ylides from their diaryl analogs is their ability to undergo a transylidation reaction with thiourea.
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