10069-28-0Relevant articles and documents
Silica-supported tungsten carbynes (≡SiO)xW(≡CH)(Me)y (x = 1, y = 2; X = 2, y = 1): New efficient catalysts for alkyne cyclotrimerization
Riache, Nassima,Dery, Alexandre,Callens, Emmanuel,Poater, Albert,Samantaray, Manoja,Dey, Raju,Cavallo, Luigi,Basset, Jean-Marie,Hong, Jinhua,Li, Kun
, p. 690 - 695 (2015)
The activity of silica-supported tungsten carbyne complexes (≡SiO)xW(≡CH)(Me)y (x = 1, y = 2; x = 2, y = 1) toward alkynes is reported. We found that they are efficient precatalysts for terminal alkyne cyclotrimerization with high TONs. We also demonstrate that this catalyst species is active for alkyne cyclotrimerization without the formation of significant alkyne metathesis products. Additional DFT calculations highlight the importance of the W coordination sphere in supporting this experimental behavior.
Hydrogen-Bonding Controlled Nickel-Catalyzed Regioselective Cyclotrimerization of Terminal Alkynes
Yang, Kai,Wang, Pengfei,Sun, Ze-Ying,Guo, Minjie,Zhao, Wentao,Tang, Xiangyang,Wang, Guangwei
, p. 3933 - 3938 (2021)
Herein we report a hydrogen-bonding controlled nickel-catalyzed regioselective cyclotrimerization of terminal alkynes in moderate to excellent yields with high regioselectivities toward 1,3,5-trisubstituted benzenes. This method features a cheap catalyst, mild reaction conditions, and excellent functional group compatibility. The Ni-B(OH)2 complex in situ generated from NiCl2·DME and tetrahydroxydiboron might act as an active catalyst. After three consecutive cis-additions of terminal alkynes, internal migratory insertion cyclization, and β-boron elimination induced aromatization, 1,3,5-trisubstituted benzenes were selectively established.
Reduction of molybdenum(V) chloride with various reducing metals: Reactivity correlations with the descendant Lewis acids
Hara, Ryuichiro,Guo, Qiaoxia,Takahashi, Tamotsu
, p. 140 - 141 (2000)
Reactivity of low-valent molybdenum prepared from MoCl5 with various reducing metals in DME, was dependent on the reducing metals in the order of Al > Sn, In > Zn, Mg, Li in the case of cyclotrimerization of alkynes. This order is parallel to the acidity of the descendant Lewis acids.
RhCl3/amine-catalyzed cyclotrimerization of alkynes
Yoshida, Kenta,Morimoto, Ichiro,Mitsudo, Koichi,Tanaka, Hideo
, p. 998 - 999 (2007)
RhCl3/amine was found to be an efficient catalyst for the cyclotrimerization of alkynes. The [2 + 2 + 2] cyclotrimerization of internal alkynes proceeded smoothly to afford hexa-substituted benzenes regioselectively in moderate to high yields. Copyright
Evaluating the Effect of Catalyst Nuclearity in Ni-Catalyzed Alkyne Cyclotrimerizations
Pal, Sudipta,Uyeda, Christopher
, p. 8042 - 8045 (2015)
An evaluation of catalyst nuclearity effects in Ni-catalyzed alkyne oligomerization reactions is presented. A dinuclear complex, featuring a Ni-Ni bond supported by a naphthyridine-diimine (NDI) ligand, promotes rapid and selective cyclotrimerization to form 1,2,4-substituted arene products. Mononickel congeners bearing related N-donor chelates (2-iminopyridines, 2,2′-bipyridines, or 1,4,-diazadienes) are significantly less active and yield complex product mixtures. Stoichiometric reactions of the dinickel catalyst with hindered silyl acetylenes enable characterization of the alkyne complex and the metallacycle that are implicated as catalytic intermediates. Based on these experiments and supporting DFT calculations, the role of the dinuclear active site in promoting regioselective alkyne coupling is discussed. Together, these results demonstrate the utility of exploring nuclearity as a parameter for catalyst optimization.
H-BPin/KOtBu Promoted Activation of Cobalt Salt to a Heterotopic Catalyst for Highly Selective Cyclotrimerization of Alkynes
Song, Shuo,Li, Chuhan,Liu, Tianfen,Zhang, Panke,Wang, Xiaoming
supporting information, p. 6925 - 6930 (2021/09/14)
A mixture of HBPin with KOtBu was found to activate cobalt salt to form a heterotopic cobalt species that is highly active for catalytic intermolecular trimerization of alkynes. This protocol affords 1,2,4-regioisomers in good yields with high regioselectivities under mild conditions. These salient features, together with the operational simplicity and high efficiency, as well as obviating the use of any costly and/or air sensitive ligands, renders the protocol promising for practical applications.
METHOD FOR PRODUCING BENZENE COMPOUND AND CATALYST FOR PRODUCING BENZENE COMPOUND
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Paragraph 0028, (2019/03/02)
PROBLEM TO BE SOLVED: To provide a method for producing a benzene compound capable of performing production of various benzene compounds with low environmental load without generating waste as in the case of using benzene as a starting raw material and to provide a catalyst used for the production method. SOLUTION: There are provided: a method for producing a benzene compound from alkynes in the presence of a catalyst, wherein the catalyst is a PdAu supported catalyst obtained by supporting Pd and Au in a molar ratio of 1:1 to 1:10 on a carrier; and a catalyst used for the production method. SELECTED DRAWING: None COPYRIGHT: (C)2019,JPOandINPIT