Related Experiment Video
Updated: Jun 28, 2025
![[DPEPhosbcpCu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F59739.jpg&w=3840&q=50)
[DPEPhosbcpCu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst
Published on: May 21, 2019
Allylsilane as a versatile handle in photoredox catalysis
Nand Lal1, Sanket B Shirsath1, Puja Singh1
1Department of Chemistry, Indian Institute of Technology, Ropar (IIT Ropar), Rupnagar, Punjab 140 001, India. aslam.shaikh@iitrpr.ac.in.
Abstract:
Organosilanes have secured a special place in the synthetic world for several decades. However, among them, allylsilanes are a choice reagent for organic chemists to develop novel organic transformations. In recent years researchers have proved that visible-light photoredox catalysis has emerged as one of the most mild, sustainable, straightforward, and efficient strategies to construct simple to complex molecules with or without enantioselectivity. This review provides an in-depth analysis of recent advances and strategies employed in visible-light photoredox catalysis for allylsilane and its analogues for the development of various organic transformations. The review is divided into sections, each focused on a specific reactivity of allylsilane under light irradiation with C(sp2) center arene or alkene, C(sp2) center carbonyl, and C(sp3) center carbon functionality. In this review, we present optimization data, reaction scope, and mechanistic aspects to bring forward specific reactivity and selectivity trends of allylsilane in photoredox conditions.
![Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F60786.jpg&w=3840&q=50)
Related Concept Videos
02:24Reduction of Alkynes to cis-Alkenes: Catalytic Hydrogenation
Like alkenes, alkynes can be reduced to alkanes in the presence of transition metal catalysts such as Pt, Pd, or Ni. The reaction involves two sequential syn additions of hydrogen via a cis-alkene intermediate.
02:47Alkynes to Aldehydes and Ketones: Hydroboration-Oxidation
One of the convenient methods for the preparation of aldehydes and ketones is via hydration of alkynes. Hydroboration-oxidation of alkynes is an indirect hydration reaction in which an alkyne is treated with borane followed by oxidation with alkaline peroxide to form an enol that rapidly converts into an aldehyde or a ketone. Terminal alkynes form aldehydes, whereas internal alkynes give ketones as the final product.
02:17Reduction of Alkenes: Asymmetric Catalytic Hydrogenation
The metal catalyst used can be either heterogeneous or homogeneous. When hydrogenation of an alkene generates a chiral center, a pair of enantiomeric products is expected to form. However, an enantiomeric excess of one of the products can be facilitated using an enantioselective reaction or an...
02:44Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide
00:55Nitriles to Amines: LiAlH4 Reduction
As shown below, the mechanism involves three steps. Firstly, the hydride ion acting as a nucleophile attacks the nitrile carbon to form an anion. In the second step, a second equivalent of the hydride ion attacks the anion to...
02:13Reduction of Alkenes: Catalytic Hydrogenation
Metals like palladium, platinum, and nickel are commonly used in their solid forms — fine powder on an inert surface. As these catalysts remain insoluble in the reaction mixture, they are referred to as heterogeneous catalysts.
The hydrogenation process takes place on the...