18412-57-2Relevant articles and documents
Advances in siloxane-based coupling reactions: Application of palladium-mediated allyl-aryl coupling to the synthesis of pancratistatin derivatives. The formal total synthesis of (±)-7-deoxypancratistatin
Shukla, Krupa H.,DeShong, Philip
, p. 1055 - 1069 (2012)
Palladium-mediated coupling of an allylic carbonate and an aryl siloxane has been applied to the formal total synthesis of 7-deoxypancratistatin and pancratistatin analogues. The key coupling reaction involved the use of a novel palladium olefin complex resulting in regio- and stereoselective arylation yielding a tetracyclic A-C ring intermediate. The observed regioselectivity of the coupling reaction was consistent with a model in which an unsymmetrical p-allyl palladium complex was formed. Coupling of a variety of substituted phenyl siloxane derivatives was achieved using the new Pd(0) system to provide access to novel pancratistatin derivatives.
Rhodium(III)-Catalyzed Direct C-H Arylation of Various Acyclic Enamides with Arylsilanes
Li, Xiaolan,Sun, Kai,Shen, Wenjuan,Zhang, Yong,Lu, Ming-Zhu,Luo, Xuzhong,Luo, Haiqing
supporting information, p. 31 - 36 (2021/01/09)
The stereoselective β-C(sp2)-H arylation of various acyclic enamides with arylsilanes via Rh(III)-catalyzed cross-coupling reaction was illustrated. The methodology was characterized by extraordinary efficacy and stereoselectivity, a wide scope of substrates, good functional group tolerance, and the adoption of environmentally friendly arylsilanes. The utility of this present method was evidenced by the gram-scale synthesis and further elaboration of the product. In addition, Rh(III)-catalyzed C-H activation is considered to be the critical step in the reaction mechanism.
High Production of Hydrogen on Demand from Silanes Catalyzed by Iridium Complexes as a Versatile Hydrogen Storage System
Ventura-Espinosa, David,Sabater, Sara,Carretero-Cerdán, Alba,Baya, Miguel,Mata, Jose A.
, p. 2558 - 2566 (2018/03/13)
The catalytic dehydrogenative coupling of silanes and alcohols represents a convenient process to produce hydrogen on demand. The catalyst, an iridium complex of the formula [IrCp?(Cl)2(NHC)] containing an N-heterocyclic carbene (NHC) ligand functionalized with a pyrene tag, catalyzes efficiently the reaction at room temperature producing H2 quantitatively within a few minutes. As a result, the dehydrogenative coupling of 1,4-disilabutane and methanol enables an effective hydrogen storage capacity of 4.3 wt % that is as high as the hydrogen contained in the dehydrogenation of formic acid, positioning the silane/alcohol pair as a potential liquid organic hydrogen carrier for energy storage. In addition, the heterogenization of the iridium complex on graphene presents a recyclable catalyst that retains its activity for at least 10 additional runs. The homogeneous distribution of catalytic active sites on the basal plane of graphene prevents diffusion problems, and the reaction kinetics are maintained after immobilization.
