From phenylalkylcyanamides to heterocyclic selenazadiphospholaminediselenides and carbamidoyl(phenyl)phosphinodiselenoic acids

Abstract

The reaction of 2,4-bis(phenyl)-1,3-diselenadiphosphetane-2,4-diselenide (Woollins’ Reagent, WR) with phenylalkylcyanamides (RR′NCN, R = PhCH₂CH₂, R′ = CH₃ and R = PhCH₂CH₂CH₂, R′ = H) in refluxing toluene led to novel heterocyclic selenazadiphospholaminediselenides 1 and 2 (43% and 42% yields), the latter being hydrolyzed to the unusual zwitterionic carbamidoyl(phenyl)phosphinodiselenoic acids 3 and 4 in excellent yields (96% and 98%).