20414-99-7Relevant articles and documents
Ligand-Free Iron-Catalyzed Carbon(sp2)-Carbon(sp2) Cross-Coupling of Alkenyllithium with Vinyl Halides
Liu, Qiang,Wang, Zhi-Yong,Peng, Xiao-Shui,Wong, Henry N. C.
, p. 6325 - 6333 (2018/06/01)
An efficient ligand-free iron-catalyzed cross-coupling reaction involving alkenyllithium and vinyl iodides was developed to form diene species in moderate to good yields. This new iron-catalyzed cross-coupling reaction provides a mild, inexpensive, and environmentally friendly avenue toward synthesis of diversified diene derivatives.
Chemoselective construction of substituted conjugated dienes using an olefin cross-metathesis protocol
Funk, Timothy W.,Efskind, Jon,Grubbs, Robert H.
, p. 187 - 190 (2007/10/03)
(Chemical Equation Presented) Various substituted conjugated dienes have been made by olefin cross-metathesis. Using either electronic or steric "protection," one of the olefins of the conjugated diene was deactivated relative to the other for cross-metathesis. The reactions proceed with very high chemoselectivity and, when steric deactivation is used, very high diastereoselectivity.
Regioselective 1,4-addition of ammonia to 1-arylalka-1,3-dienes and 1-aryl-4-phenylbuta-1,3-dienes by photoinduced electron transfer
Kojima, Ryuji,Yamashita, Toshiaki,Tanabe, Kimiko,Shiragami, Tsutomu,Yasuda, Masahide,Shima, Kensuke
, p. 217 - 222 (2007/10/03)
The photoamination of 1-arylalka-1,3-dienes 1a-f and 1-aryl-4-phenylbuta-1,3-dienes 1g-k with NH3 in the presence of p-dicyanobenzene (DCB) gives 4-amino-1-arylalk-2-enes 2a-f and 1-amino-1,4-diarylbut-2-enes 2g-k, respectively. The photoamination proceeds by nucleophilic addition of NH3 to the cation radicals of 1+. generated by photoinduced electron transfer to DCB. The regiochemistry of 2 is related to the distribution of the positive charge in 1+. calculated by the PM3-UHF/RHF method, the stability of the aminated radicals formed by the addition of NH3 to 1+. and the stability of the aminated anion formed by the reduction of the aminated radicals by DCB-.. The stabilities of these intermediates are estimated by the calculation of the heat of formation by the PM3-UHF/RHF method. Distributions of the positive charge in 1+. and the stabilities of the aminated anion show a good agreement with the product analysis.