283178-08-5Relevant academic research and scientific papers
Synthesis and reactivity of allenes substituted by selenenyl groups at 1- and 3-positions
Shimizu,Miyasaka,Kamigata
, p. 1787 - 1794 (2007/10/03)
1,3-Bis(methylseleno)- and 1,3-bis(benzylseleno)-l,3-diphenylpropadienes were synthesized by reaction of Ph2C3 dianion, prepared from 1,3-diphenylpropyne and n-butyllithium, with dimethyl diselenide or benzylselenocyanate in the presence of TMEDA, and reaction of the dianion with a mixture of dimethyl diselenide and benzylselenocyanate yielded 1-benzylseleno-3-methylselenoallene along with the symmetric allenes. Diselenocyclic allenes and tetraselenocyclic bisallenes were also obtained by reacting the dianion with corresponding alkane diselenocyanates. The thermal reaction of the 1,3-bis(alkylseleno)allenes mainly afforded enediynes through radical pathway, and the nine-membered cyclic allene provided intramolecular cyclization product via an intramolecular rearrangement. Heating of the cyclic bisallenes gave compounds derived from intramolecular cyclization products together with a small amount of the enediynes. Irradiation of allenes caused rearrangement of the selenenyl group to give alkynes, and the alkynes also reacted photochemically to yield the enediynes.
Synthesis and thermal reaction of 1,3-bis(alkylseleno)allenes
Shimizu, Toshio,Miyasaka, Daisuke,Kamigata, Nobumasa
, p. 1923 - 1925 (2007/10/03)
(Equation presented) Reactions of Ph2C3 dianion, prepared from 1,3-diphenylpropyne and n-butyllithium, with dimethyl diselenide and benzylselenocyanate yielded 1,3-bis(methylseleno)-1,3-diphenylpropadiene and 1,3-bis(benzylseleno)-1,
