72033-83-1Relevant academic research and scientific papers
Sequential Transformation of Terminal Alkynes to 1,3-Dienes by a Cooperative Cobalt Pyridonate Catalyst
Zhuang, Xuewen,Chen, Jia-Yi,Yang, Zhuoyi,Jia, Mengjing,Wu, Chengjuan,Liao, Rong-Zhen,Tung, Chen-Ho,Wang, Wenguang
supporting information, p. 3752 - 3759 (2019/11/13)
We describe the cobalt(II) catalyst 1 bearing a phosphinopyridonate ligand for sequential transformation of aryl terminal alkynes to (E,Z)-1,3-dienes with excellent stereoselectivity. By cooperative metal-ligand reactivity, 1 reacts readily with the termi
Effect of substituents and conjugated chain length on the UV spectra of α,ω-di-substituted phenyl polyenes
Cao, Chenzhong,Zhu, Yun,Chen, Guanfan
, p. 834 - 839 (2013/10/01)
A series of α,ω-di-substituted phenyl polyenes, p-X-Ph(CH = CH)nPh-p-Y (n = 1, 2, or 3) were synthesized, and their ultraviolet (UV) absorption maximum wavelength were determined. The correlation between molecular structure and the maximum wavelength energy (wavenumber/cm -1) was carried out. The results show that the maximum wavelength energy of the title compounds is mainly affected by both substituent excited-state parameters and maximum wavelength energy of the parent molecule. However, the two influence factors are not independent, and the action of substituent is governed by the parent molecular absorption energy. In the case of the compounds containing NO2 or NH2 groups, the influence of interaction of polarity parameters on the maximum wavelength energy must also be considered. In addition, the exploration was also made for the quantifying correlation of UV absorption maximum wavelength energy with the conjugated polarizability potential CPP replacing the parent molecular absorption energy. And the results indicate that the equation with CPP parameters is more accurate and convenient. Copyright 2013 John Wiley & Sons, Ltd. For the α,ω-di-substituted phenyl polyenes, p-X-Ph(CH = CH)nPh-p-Y (n = 1, 2, or 3), their ultraviolet absorption maximum wavelength energy (wavenumber/cm-1) was mainly affected by both substituent excited-state parameters and maximum wavelength energy of the parent molecule. However, the two influence factors are not independent, and the action of substituent is governed by the parent molecular absorption energy. Copyright
Reactivity differences between 2,4- and 2,5-disubstituted zirconacyclopentadienes: A highly selective and general approach to 2,4-disubstituted phospholes
Bousrez, Guillaume,Jaroschik, Florian,Martinez, Agathe,Harakat, Dominique,Nicolas, Emmanuel,Le Goff, Xavier F.,Szymoniak, Jan
supporting information, p. 10997 - 11004 (2013/09/12)
Mixtures of 2,4- and 2,5-disubstituted zirconacyclopentadienes were obtained by the reductive dimerisation of terminal alkynes using the Cp 2ZrCl2/lanthanum system. Reactions of dihalophosphines with these mixtures afforded selectively the corresponding 2,4-disubstituted phospholes and 1,4-disubstituted butadienes. A new series of phospholes was characterized by multi-nuclear NMR spectroscopy and X-ray analysis. A possible explanation for the observed selectivity was obtained from X-ray studies and DFT analysis of the intermediate zirconacyclopentadienes. The Royal Society of Chemistry 2013.
Iron-catalysed, hydride-mediated reductive cross-coupling of vinyl halides and Grignard reagents
Le Bailly, Bryden A. F.,Greenhalgh, Mark D.,Thomas, Stephen P.
supporting information; experimental part, p. 1580 - 1582 (2012/03/26)
An iron-catalysed, hydride-mediated reductive cross-coupling reaction has been developed for the preparation of alkanes. Using a bench-stable iron(ii) pre-catalyst, reductive cross-coupling of vinyl iodides, bromides and chlorides with aryl- and alkyl Grignard reagents successfully gave the products of formal sp3-sp3 cross-coupling reactions.
Palladium-catalyzed oxidative homocoupling of potassium alkenyltrifluoroborates: synthesis of symmetrical 1,3-dienes
Weber, Minéia,Singh, Fateh V.,Vieira, Adriano S.,Stefani, Hélio A.,Paix?o, Marcio W.
experimental part, p. 4324 - 4327 (2009/10/26)
Herein, we describe a convenient method for the synthesis of symmetrical 1,3-dienes employing an oxidative palladium-catalyzed homocoupling of potassium alkenyltrifluoroborates providing products in good yields relative to existing methodologies. This is the first report of a cross-dimerization of potassium alkenyltrifluoroborates.
Palladium-catalyzed homocoupling reactions of organic tellurides
Nishibayashi, Yoshiaki,Cho, Chan Sik,Ohe, Kouichi,Uemura, Sakae
, p. 335 - 339 (2007/10/03)
Organic tellurides containing a styryl moiety react in acetonitrile to give the corresponding homocoupling products, 1,3-dienes, with moderate to quantitative yields in the presence of a catalytic amount of Pd(OAc)2 together with AgOAc at 25 °C. In contrast, such homocoupling reactions hardly occur with diaryl, alkyl aryl, dialkyl, and alkynyl aryl tellurides, even at reflux temperature and in the presence of a stoichiometric amount of palladium salt, in disagreement with reported results. The result of cross-over experiments suggests that this homocoupling reaction occurs between an alkenyl telluride and an alkenylpalladium species, the latter being formed via the migration of an alkenyl moiety from Te to Pd (transmetallation).
REDUCTIVE DIMERIZATION OF VINYL HALIDES IN AN Ni/Pb/Al THREE METAL REDOX SYSTEM. A FACILE ACCESS TO TERPHENYL DERIVATIVES
Tanaka, Hideo,Kosaka, Atsuko,Yamashita, Shiro,Morisaki, Kazuo,Torii, Sigeru
, p. 1261 - 1264 (2007/10/02)
A novel three metal redox system, NiCl2(bpy)/PbBr2/Al, is found to be potent in the reductive coupling of vinyl halides, affording 1,4-biaryl-1,3-butadienes, precursors of terphenyl derivatives.
IN SITU-GENERATED NICKEL(0)-CATALYZED HOMO-COUPLING OF ALKENYL HALIDES WITH ZINC POWDER. A SPECIFIC OUTCOME IN STEREOCHEMISTRY.
Takagi,Mimura,Inokawa
, p. 3517 - 3522 (2007/10/02)
The catalytic activity of nickel(0) generated in situ from nickel(II) salt was examined in a dehalogenative coupling of alkenyl halides with zinc powder. The reaction of alkenyl bromides took place provided that potassium iodide was present to assist the reduction of nickel(II) with zinc powder, and also to convert the alkenyl bromides to the corresponding alkenyl iodides. A speculative view concerning the disproportionation step is advanced in an attempt to explain the unique sterochemistry observed.
