Related Experiment Video
Updated: Sep 2, 2025

Light-driven Enzymatic Decarboxylation
Published on: May 22, 2016
Visible Light-Induced Unactivated δ-C(sp3 )-H Amination of Alcohols Catalyzed by Iron
Zhaofan Jue1, Yahao Huang1, Jiahui Qian1
1Lehn Institute of Functional Materials, School of Chemistry, Sun Yat-sen University, Guangzhou, 510006, P. R. China.
Abstract:
An iron-catalyzed remote C(sp3 )-H amination of alcohols through 1,5-hydrogen atom transfer is developed. This protocol provides a method to generate δ-C(sp3 )-N bonds from primary, secondary, and tertiary alcohols under mild conditions. A wide substrate scope and a good functional group tolerance are presented. Mechanistic studies show that a LMCT course of an Fe-OR species and a chlorine radical-induced hydrogen abstraction of an alcohol are possible to generate the alkoxy radical intermediate.
Related Concept Videos
Acid-Catalyzed Dehydration of Alcohols to Alkenes
Oxidation of Alcohols
The process of oxidation in a chemical reaction is observed in any of the three forms:
Acid-Catalyzed α-Halogenation of Aldehydes and Ketones
In the first step of the mechanism, the acid protonates the carbonyl oxygen resulting in a resonance-stabilized cation, which subsequently loses an α-hydrogen to form an enol tautomer. The C=C bond in an enol is highly nucleophilic because of the electron-donating nature of the –OH group. Consequently, the double bond attacks an electrophilic halogen to form a...
Radical Oxidation of Allylic and Benzylic Alcohols
Acid Halides to Alcohols: LiAlH4 Reduction
The mechanism proceeds in three steps. First, the nucleophilic hydride ion attacks the carbonyl carbon of the acid halide to form a tetrahedral intermediate. Next, the carbonyl group is re-formed, and the halide ion departs as a leaving group, generating an aldehyde. A second nucleophilic attack by the hydride yields an alkoxide ion, which, upon protonation, gives a primary alcohol as...
Acid-Catalyzed Hydration of Alkenes
![Protein Film Infrared Electrochemistry Demonstrated for Study of H2 Oxidation by a [NiFe] Hydrogenase](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F55858.jpg&w=3840&q=50)
