19752-23-9Relevant articles and documents
A convenient synthesis of z-allylsilanes with good stereoselectivity promoted by samarium diiodide
Concellón, José M.,Rodríguez-Solla, Humberto,Simal, Carmen,Gómez, Cecilia
, p. 75 - 78 (2007)
Synthesis of Z-allylsilanes in high or good yields and with good stereoselectivity is achieved from O-acetylated 1-silyl-3-chloro alcohols promoted by SmI2. The starting compounds were easily prepared from 2-chloroaldehydes and a mechanism is p
Three-Component Visible-Light-Induced Palladium-Catalyzed 1,2-Alkyl Carbamoylation/Cyanation of Alkenes
Jia, Xiangqing,Zhang, Ziyan,Gevorgyan, Vladimir
, p. 13217 - 13222 (2021/11/01)
A mild visible-light-induced Pd-catalyzed one-pot three-component alkyl-carbamoylation and cyanation of alkenes was developed. This general transformation, which proceeds via the in situ formation of a reactive ketenimine intermediate, allows for a rapid construction of a broad range of valuable amides and nitriles from readily available alkenes, alkyl iodides, and isocyanides. An efficient synthesis of tetrazole and amidine via this approach was also demonstrated.
Energy Transfer from CdS QDs to a Photogenerated Pd Complex Enhances the Rate and Selectivity of a Pd-Photocatalyzed Heck Reaction
Zhang, Zhengyi,Rogers, Cameron R.,Weiss, Emily A.
supporting information, p. 495 - 501 (2020/01/03)
This Article describes the design of a colloidal quantum dot (QD) photosensitizer for the Pd-photocatalyzed Heck coupling of styrene and iodocyclohexane to form 2-cyclohexylstyrene. In the presence of 0.05 mol % CdS QDs, which have an emission spectrum that overlaps the absorption spectrum of a key Pd(II)alkyl iodide intermediate, the reaction proceeds with 82% yield for the Heck product at 0.5 mol % loading of Pd catalyst; no product forms at this loading without a sensitizer. A radical trapping experiment and steady-state and transient optical spectroscopies indicate that the QDs transfer energy to a Pd(II)alkyl iodide intermediate, pushing the reaction toward a Pd(I) alkyl radical species that leads to the Heck coupled product, and suppressing undesired β-hydride elimination directly from the Pd(II)alkyl iodide. Functionalization of the surfaces of the QDs with isonicotinic acid increases the rate constant of this reaction by a factor of 2.4 by colocalizing the QD and the Pd-complex. The modularity and tunability of the QD core and surface make it a convenient and effective chromophore for this alternative mode of cooperative photocatalysis.
