Related Experiment Video
Updated: Sep 30, 2025

Imine Metathesis by Silica-Supported Catalysts Using the Methodology of Surface Organometallic Chemistry
Published on: October 18, 2019
Mn2(CO)10 and UV light: a promising combination for regioselective alkene hydrosilylation at low temperature
Anthony Vivien1, Laurent Veyre1, Raphaël Mirgalet2
1Université de Lyon, Institut de Chimie de Lyon, Laboratory of Catalysis, Polymerization, Processes and Materials, CP2M UMR 5128 CNRS-UCB Lyon 1-CPE Lyon, CPE Lyon 43 Bd du 11 Novembre 1918, 69616 Villeurbanne, France. chloe.thieuleux@univ-lyon1.fr.
Abstract:
The low temperature regioselective hydrosilylation of various alkenes with (1,1,1,3,5,5,5-heptamethyltrisiloxane) MDHM is described using Mn2(CO)10 under UV irradiation with Mn loadings as low as 1 mol%, in the absence of additives and with excellent selectivity and yields. The generation of a manganese radical allowed the anti-Markovnikov hydrosilylation products to be selectively obtained in yields up to 99%.
Related Concept Videos
Regioselectivity and Stereochemistry of Acid-Catalyzed Hydration
Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide
Regioselectivity and Stereochemistry of Hydroboration
Hydroboration proceeds in a concerted fashion with the attack of borane on the π bond, giving a cyclic four-centered transition state. The –BH2 group is bonded to the less substituted carbon and –H to the more substituted carbon. The concerted nature requires the simultaneous addition of –H and –BH2 across the same face of the alkene giving syn...
Hydroboration-Oxidation of Alkenes
Reduction 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.
Alkynes 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.

