Search research articles

ABOUT JoVE

Overview Leadership Blog JoVE Help Center

AUTHORS

Publishing Process Editorial Board Scope & Policies Peer Review FAQ Submit

LIBRARIANS

Testimonials Subscriptions Access Resources Library Advisory Board FAQ

RESEARCH

JoVE Journal Methods Collections JoVE Encyclopedia of Experiments Archive

EDUCATION

JoVE Core JoVE Business JoVE Science Education JoVE Lab Manual Faculty Resource Center Faculty Site

Terms & Conditions of Use

Related Concept Videos

Preparation of Amines: Reduction of Oximes and Nitro Compounds

Preparation of Amines: Reduction of Oximes and Nitro Compounds

Oximes can be reduced to primary amines using catalytic hydrogenation, hydride reduction, or sodium metal reduction. The reduction of aliphatic and aromatic nitro compounds to primary amines takes place by either catalytic hydrogenation or by using active metals like Fe, Zn, and Sn in the presence of an acid.
Though catalytic hydrogenation can reduce nitrobenzenes, the reduction is nonselective in the presence of other functional groups. For instance, if nitrobenzene contains an aldehyde group,...

Alcohols from Carbonyl Compounds: Reduction

Alcohols from Carbonyl Compounds: Reduction

Reduction is a simple strategy to convert a carbonyl group to a hydroxyl group. The three major pathways to reduce carbonyls to alcohols are catalytic hydrogenation, hydride reduction, and borane reduction.
Catalytic hydrogenation is similar to the reduction of an alkene or alkyne by adding H2 across the pi bond in the presence of transition metal catalysts like Raney Ni, Pd–C, Pt, or Ru. Aldehydes and ketones can be reduced by this method, often under mild to moderate heat (25–100°C) and...

Oxidation-Reduction Reactions

Oxidation-Reduction Reactions

Oxidation–Reduction Reactions

Compounds Essential to Human Function

Compounds Essential to Human Function

The human body is composed of cells that are fundamentally made up of several different molecules. These molecules are essential to carry out all physiological processes in the body and are broadly classified into organic and inorganic based on their chemical structures.
Inorganic Compounds Essential to Human Functioning
Inorganic compounds essential to human functioning include water, salts, acids, and bases. These compounds are inorganic, i.e., they do not have a carbon-hydrogen bond. Water...

Basicity of Aliphatic Amines

Basicity of Aliphatic Amines

Amines can behave as Brønsted–Lowry bases by accepting a proton from the acid to form corresponding conjugate acids. Due to a lone pair of nonbonding electrons, aliphatic amines can also act as Lewis bases by forming a covalent bond with an electrophile.
To measure the basicity of amines, two conventions are generally used. The first defines Kb as the basicity constant for the deprotonation reaction of water by the amine, as presented in Figure 1. Conventionally, lower Kb indicates higher...

Organic Compounds

Organic Compounds

All living things are formed mostly of carbon compounds called organic compounds. The category of organic compounds includes both natural and synthetic compounds that contain carbon. Although a single, precise definition has yet to be identified by the chemistry community, most agree that a defining trait of organic molecules is the presence of carbon as the principal element, bonded to hydrogen and other carbon atoms. However, some carbon-containing compounds such as carbonates, cyanides, and...

You might also read

Related Articles

Articles linked to this work by shared authors, journal, and citation graph.

Sort by

Same author

Homolytic N-S Bond Cleavage in Vinyl Triflimides Enabled by Triplet-Triplet Energy Transfer.

Chemistry (Weinheim an der Bergstrasse, Germany)·2022

Same author

Catalyst-Free Reductive Coupling of Aromatic and Aliphatic Nitro Compounds with Organohalides.

Angewandte Chemie (International ed. in English)·2019

Same author

Vinyl Triflimides-A Case of Assisted Vinyl Cation Formation.

Angewandte Chemie (International ed. in English)·2019

Same author

Are Vinyl Cations Finally Coming of Age?

Angewandte Chemie (International ed. in English)·2018

Same author

O<sub>2</sub> -Mediated Oxidation of Aminoboranes through 1,2-N Migration.

Angewandte Chemie (International ed. in English)·2018

Same author

α-Carbonyl Cations in Sulfoxide-Driven Oxidative Cyclizations.

Angewandte Chemie (International ed. in English)·2017

Search research articles

Related Experiment Video

Updated: Feb 15, 2026

A Rapid Synthesis Method for Au, Pd, and Pt Aerogels Via Direct Solution-Based Reduction

A Rapid Synthesis Method for Au, Pd, and Pt Aerogels Via Direct Solution-Based Reduction

Published on: June 18, 2018

Direct Reductive N-Functionalization of Aliphatic Nitro Compounds.

Marian Rauser¹, Christoph Ascheberg¹, Meike Niggemann¹

¹Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52072, Aachen, Germany.

Chemistry (Weinheim an Der Bergstrasse, Germany)

|January 30, 2018

Summary

This summary is machine-generated.

This study introduces a novel method for directly functionalizing aliphatic nitro compounds. It bypasses unstable intermediates, enabling new reductive transformations for organic synthesis.

Keywords:

aminoboranes electrophilic amination nitrenoid nitro functionalization nucleophilic boron

More Related Videos

Reduction in Left Ventricular Wall Stress and Improvement in Function in Failing Hearts using Algisyl-LVR

Reduction in Left Ventricular Wall Stress and Improvement in Function in Failing Hearts using Algisyl-LVR

Published on: April 8, 2013

U2O5 Film Preparation via UO2 Deposition by Direct Current Sputtering and Successive Oxidation and Reduction with Atomic Oxygen and Atomic Hydrogen

U2O5 Film Preparation via UO2 Deposition by Direct Current Sputtering and Successive Oxidation and Reduction with Atomic Oxygen and Atomic Hydrogen

Published on: February 21, 2019

Related Experiment Videos

Last Updated: Feb 15, 2026

A Rapid Synthesis Method for Au, Pd, and Pt Aerogels Via Direct Solution-Based Reduction

A Rapid Synthesis Method for Au, Pd, and Pt Aerogels Via Direct Solution-Based Reduction

Published on: June 18, 2018

Reduction in Left Ventricular Wall Stress and Improvement in Function in Failing Hearts using Algisyl-LVR

Reduction in Left Ventricular Wall Stress and Improvement in Function in Failing Hearts using Algisyl-LVR

Published on: April 8, 2013

U2O5 Film Preparation via UO2 Deposition by Direct Current Sputtering and Successive Oxidation and Reduction with Atomic Oxygen and Atomic Hydrogen

U2O5 Film Preparation via UO2 Deposition by Direct Current Sputtering and Successive Oxidation and Reduction with Atomic Oxygen and Atomic Hydrogen

Published on: February 21, 2019

Area of Science:

Organic Chemistry
Synthetic Chemistry

Background:

Aliphatic nitro compounds are versatile building blocks.
Previous reductive transformations were limited by unstable nitroso intermediates.

Purpose of the Study:

To develop a general protocol for direct reductive N-functionalization of aliphatic nitro compounds.
To overcome limitations posed by nitroso intermediates in reductive chemistry.

Main Methods:

Partial reduction of the nitro group to a nitrenoid intermediate.
Utilizing a mild reagent system: bis(pinacolato)diboron (B2pin2) and zinc organyls.
Electrophilic amination of the generated zinc organyls.

Main Results:

Successful direct reductive N-functionalization of aliphatic nitro compounds.
Avoidance of unstable nitroso intermediates.
Broad applicability demonstrated through a new synthetic protocol.

Conclusions:

The presented method offers a new pathway for modifying aliphatic nitro compounds.
This protocol expands the scope of reductive transformations in organic synthesis.
The avoidance of transient intermediates enhances reaction efficiency and scope.