42134-70-3Relevant articles and documents
Crown ether catalyzed stereospecific synthesis of Z- and E-stilbenes by Wittig reaction in a solid-liquid two-phases system
Bellucci, Giuseppe,Chiappe, Cinzia,Lo Moro, Giacomo
, p. 4225 - 4228 (1996)
Potassium hydroxide and a catalytic amount of 18-crown-6 are used, in alternative to the classical Wittig conditions, to prepare very rapidly and stereoselectively Z- and E-stilbenes. In particular, the use of benzyltriphenylphosphonium iodides always leads to a complete Z- stereospecificity, while benzyldiphenylchlorophosphonium salts give a complete E-stereospecificity.
Photocatalyst-free visible light promoted: E → Z isomerization of alkenes
Xu, Jianbin,Liu, Na,Lv, Haiping,He, Chixian,Liu, Zining,Shen, Xianfu,Cheng, Feixiang,Fan, Baomin
supporting information, p. 2739 - 2743 (2020/06/17)
A simple and green method of visible light driven photocatalytic E to Z isomerization of alkenes has been developed. A variety of (Z)-alkenes can be prepared in the presence of visible light, without any additional photocatalyst. This protocol features photocatalyst-free conditions, which are mild, tolerant, and operationally simple, and is easy to implement.
Highly Selective Semihydrogenation of Alkynes to Alkenes by Using an Unsupported Nanoporous Palladium Catalyst: No Leaching of Palladium into the Reaction Mixture
Lu, Ye,Feng, Xiujuan,Takale, Balaram S.,Yamamoto, Yoshinori,Zhang, Wei,Bao, Ming
, p. 8296 - 8303 (2017/12/08)
We report the highly chemoselective and stereoselective semihydrogenation of alkynes to Z-internal and terminal alkenes by using unsupported nanoporous palladium (PdNPore) as a heterogeneous catalyst under mild reaction conditions (room temperature and 1 atm of H2). The semihydrogenation of various terminal/internal and aromatic/aliphatic alkynes afforded the corresponding alkenes in good chemical yields with high selectivities. PdNPore further showed high chemoselectivity toward terminal alkynes in the presence of internal alkynes, which has not yet been achieved using supported palladium nanoparticle catalysts. H-H heterolysis of H2 on the surface of PdNPore was strongly suggested by deuterium labeling experiments. No Pd leached from PdNPore during the reaction, and the catalyst was easily recovered and reused without a loss of activity.