154659-34-4Relevant articles and documents
Regioselective radical bromoallylation of allenes leading to 2-bromo-substituted 1,5-dienes
Kippo, Takashi,Fukuyama, Takahide,Ryu, Ilhyong
supporting information; experimental part, p. 3864 - 3867 (2011/09/15)
The regioselective radical bromoallylation of allenes proceeded efficiently in the presence of AIBN as a radical initiator to give 2-bromo-substituted 1,5-dienes in excellent yields. The addition of a bromine radical took place regioselectively onto the central carbon of allenes generating a stable allyl radical, which underwent addition/β-fragmentation reactions with allylbromides. The products could be further functionalized by Pd-catalyzed coupling reactions.
Nematic tolanes and acetylenes
Skelton, Graham W.,Dong, Dewen,Tuffin, Rachel P.,Kelly, Stephen M.
, p. 450 - 457 (2007/10/03)
The first liquid crystals incorporating a non-conjugated carbon-carbon triple bond in the terminal chain to exhibit a nematic phase above the melting point are reported. A variety of compounds incorporating a carbon-carbon triple bond in the terminal chain or between two phenyl rings have been synthesised as part of an investigation of the effects of the shape, conformation and rigidity of the terminal chains of liquid crystals on their mesophase behaviour. A series of related tolanes incorporating an alkenyloxy chain with an additional carbon-carbon double bond or a simple alkoxy chain as a terminal substituent also were prepared for comparison purposes.