110556-25-7Relevant articles and documents
Alkylidene-ruthenium-tin catalysts for the formation of fatty nitriles and esters via cross-metathesis of plant oil derivatives
Miao, Xiaowei,Blokhin, Anton,Pasynskii, Alexandr,Nefedov, Sergey,Osipov, Sergey N.,Roisnel, Thierry,Bruneau, Christian,Dixneuf, Pierre H.
, p. 5257 - 5262 (2010)
The reaction of SnCl2 with the Ru-Cl bond of the Grubbs I catalyst RuCl2(=CHPh)(PCy3)2 (1) gives the complex {[Ru(=CHPh)(SnCl3)(PCy3)]2(μ-Cl) 3}-[HPCy3]+ (2), but containing two diethyl ether solvate molecules. The formal insertion of SnCl2 into one Ru-Cl bond of the Hoveyda II catalyst RuCl2(=CH-C 6H4OPri)(H2IMes) (3) (H 2IMes = N,N′-dimesityl-4,5-dihydroimidazol-2-ylidene) results in formation of the new complex RuCl(SnCl3)(=CH-C6H 4OPri)(H2IMes) (4). The X-ray analyses of 2 and 4 show the presence of very short Ru-Sn bonds (2.5834(9) A mean bond for 2 and 2.5925(12) A for 4) and the retention of short Ru=C bonds (1.895(10) and 1.825(8) A, respectively). Complex 4 shows an excellent catalytic activity for the cross-metathesis of plant oil derivatives, the C11 ω-unsaturated ester and aldehyde and the unsaturated C18 diester with acrylonitrile, and a good activity for their cross-metathesis with methyl acrylate. Good to excellent yield of α,ω-bifunctional compounds, precursors of polyesters and polyamides, were obtained. Complex 2 shows catalytic activity for the self-metathesis of C11 ω-unsaturated aldehyde at low concentration to produce C20 α,ω-dialdehyde.
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Bergmann
, p. 3255 (1940)
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Okamoto,Y. et al.
, p. 543 - 545 (1969)
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Highly active ruthenium-based catalyst for metathesis of cyano-contained olefins
Zhang, Wenzhen,Zhang, Rong,He, Ren
, p. 4203 - 4205 (2007)
Ruthenium benzylidene complex (H2IMes)(2-CH3-C5H4N)(Cl)2Ru{double bond, long}CHPh [H2IMes = 1,3-bis(2,6-dimethylphenyl)-4,5-dihydroimidazol-2-ylidene] (4), which introduced ortho substituted pyridine as dissociating ligand to weaken Ru-N bond and accelerate initiation through steric hindrance, was prepared by the reaction of (H2IMes)(PPh3)(Cl)2Ru{double bond, long}CHPh (1) with 2-methylpyridine and proved to exhibit enhanced catalytic activity for cyano-contained olefin metathesis.
Copper-catalyzed cyanation of alkenyl iodides
Nitelet, Antoine,Zahim, Sara,Theunissen, Cédric,Pradal, Alexandre,Evano, Gwilherm
, p. 163 - 177 (2017/03/06)
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Direct Synthesis of Nitriles from Aldehydes Using an O-Benzoyl Hydroxylamine (BHA) as the Nitrogen Source
An, Xiao-De,Yu, Shouyun
supporting information, p. 5064 - 5067 (2015/11/03)
The direct synthesis of nitriles from commercially available or easily prepared aldehydes has been achieved. O-(4-CF3-benzoyl)-hydroxylamine (CF3-BHA) was utilized as the nitrogen source to generate O-acyl oximes in situ with aldehydes, which can be converted to a nitrile with the assistance of a Bronsted acid. Several aliphatic, aromatic, and α,β-unsaturated nitriles that contain different functional groups were prepared in high yields (up to 94% yield). This method has notable advantages, such as simple and mild conditions, high yields, and good functional group tolerance.