283178-07-4

Upstream product

• 7101-31-7 dimethyl diselenide 
• 4671-93-6 benzyl selenocyanate 
• 4980-70-5 1,3-diphenyl-1-propyne 

Downstream Products

• 58593-93-4 (Z)-1,3,4,6-tetraphenyl-3-hexene-1,5-diyne 
• 21979-82-8 1,1',1″'''-(1-buten-3-yne-2,4-diyl-1-ylidene)tetrakisbenzene 
• 632-51-9 1,1,2,2-tetraphenylethylene 

Relevant academic research and scientific papers

Synthesis and thermal reaction of 1,3-bis(alkylseleno)allenes

(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,

Synthesis and reactivity of allenes substituted by selenenyl groups at 1- and 3-positions

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.