14633-95-5Relevant articles and documents
Activation and Functionalization of C-C σ Bonds of Alkylidene Cyclopropanes at Main Group Centers
Crimmin, Mark R.,Kong, Richard Y.
supporting information, p. 11967 - 11971 (2020/08/06)
Aluminum(I) and magnesium(I) compounds are reported for the C-C σ-bond activation of strained alkylidene cyclopropanes. These reactions result in the formal addition of the C-C σ bond to the main group center either at a single site (Al) or across a metal-metal bond (Mg-Mg). Mechanistic studies suggest that rather than occurring by a concerted oxidative addition, these reactions involve stepwise processes in which substrate binding to the main group metal acts as a precursor to α- or β-alkyl migration steps that break the C-C σ bond. This mechanistic understanding is used to develop the magnesium-catalyzed hydrosilylation of the C-C σ bonds of alkylidene cyclopropanes.
Organoselenium-Catalyzed Oxidative Ring Expansion of Methylenecyclopropanes with Hydrogen Peroxide
Yu, Lei,Chen, Fenglin,Ding, Yuanhua
, p. 1033 - 1037 (2016/04/05)
Catalyst screening and optimization of reaction conditions allowed control of the organoselenium-catalyzed oxidative ring expansion of highly active methylenecyclopropanes to give substituted cyclobutanones selectively. This protocol employs H2O2 as a clean oxidant and generates no waste and, therefore, provides green access to useful, but not readily available, substituted cyclobutanones under mild conditions.
First isolation and characterization of 1,2-oxaphosphetanes with three phenyl groups at the phosphorus atom in typical Wittig reaction using cyclopropylidenetriphenylphosphorane
Hamaguchi, Masashi,Iyama, Yuji,Mochizuki, Eiko,Oshima, Takumi
, p. 8949 - 8952 (2007/10/03)
1,2-Oxaphosphetanes bearing three phenyl groups directly bound to the phosphorus atom were successfully isolated for the first time as stable crystals in the typical Wittig reaction of cyclopropylidenetriphenylphosphorane with activated carbonyl compounds. X-ray analysis of the oxaphosphetane showed that the phosphorus atom is at the center of a slightly distorted trigonal bipyramidal structure. Thermal decomposition of these oxaphosphetanes was carried out to give the starting carbonyl compounds and Wittig reaction products, olefins.
