1646-65-7Relevant academic research and scientific papers
Reactions of organolithium complexes with elemental selenium: Insertion producing [PhCCSeLi · TMEDA · THF] 1 and cyclisation producing [{PhC}4Se] 2 (TMEDA=[Me2NCH2]2)1
Beswick, Michael A.,Harmer, Christopher N.,Raithby, Paul R.,Steiner, Alexander,Tombul, Mustafa,Wright, Dominic S.
, p. 267 - 271 (1999)
The reaction of [PhCCLi]n with Se metal (1:1 equivalents) in THF/TMEDA gives the insertion product [PhCCSeLi · TMEDA · THF] 1, which is monomeric in the solid state. The reaction of PhCCPh with Li metal, generating dilithium tetraphenylbutadien
Efficient synthesis of substituted selenophenes based on the first palladium(0)-catalyzed cross-coupling reactions of tetrabromoselenophene
Tung, Dang Thanh,Villinger, Alexander,Langera, Peter
experimental part, p. 2109 - 2117 (2009/08/07)
Regioselective Suzuki cross-coupling reactions of tetrabromoselenophene allow a convenient synthesis of aryl-substituted selenophenes. High yields were obtained using a novel biarylmonophosphine ligand. The first tetra(1-alkynyl)selenophene was prepared in one step by a Sonogashira reaction of tetrabromoselenophene.
REACTIONS OF ELEMENTAL SULFUR AND SELENIUM WITH SOME ACETYLENIC COMPOUNDS. FORMATION OF THIOPHENES AND SELENOPHENES
Nakayama, Juzo,Yomoda, Rie,Hoshino, Masamatsu
, p. 2215 - 2222 (2007/10/02)
The reaction of 3-butyn-2-one with elemental sulfur at 205-215 deg C in benzene in a stainless autoclave afforded 2,4- and 2,5-diacetylthiophenes in 43percent and 22percent yields, respectively. Under similar conditions, the reaction with elemental selenium gave 2,4- and 2,5-diacetylselenophenes in 32percent and 29percent yields, respectively. Diphenylacetylene reacted with sulfur and selenium to produce tetraphenylthiophene (78percent) and tetraphenylselenophene (38percent), respectively. The reaction of di(2-thienyl)acetylene with sulfur provided tetra(2-thienyl)thiophene in 57percent yield. The reactionof dimethyl acetylenedicarboxylate with sulfur in the presence of diphenylacetylene afforded 2,3-bis(methoxycarbonyl)-4,5-diphenylthiophene (29percent) and tetrakis(methoxycarbonyl)thiophene (15percent). On the basis of these results, the mechanism for the formation of thiophenes and selenophenes is discussed.
