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 1° Amines: Gabriel Synthesis

Preparation of 1° Amines: Gabriel Synthesis

Direct alkylation is not a suitable method for synthesizing amines because it produces polyalkylated products. Gabriel synthesis is the most preferred method to exclusively make primary amines. The method uses phthalimide, which contains a protected form of nitrogen that participates in alkylation only once to predominantly give primary amines.
Strong bases like NaOH or KOH deprotonate the phthalimide to form the corresponding anion, which acts as a nucleophile. Further, the anion attacks an...

Cholinergic Antagonists: Chemistry and Structure-Activity Relationship

Cholinergic Antagonists: Chemistry and Structure-Activity Relationship

Cholinergic antagonists bind to cholinergic receptors and limit the effects of acetylcholine and other cholinergic agonists. Based on the specific cholinergic receptor affinity, these antagonists are classified as muscarinic or nicotinic. Anticholinergics interrupt parasympathetic innervations while sympathetic innervations remain uninterrupted. Muscarinic antagonists are also called 'muscarinic antagonists', 'antimuscarinics', or 'parasympatholytics'. Nicotinic antagonists are called...

Preparation of 1° Amines: Hofmann and Curtius Rearrangement Overview

Preparation of 1° Amines: Hofmann and Curtius Rearrangement Overview

In the presence of an aqueous base and a halogen, primary amides can lose the carbonyl (as carbon dioxide) and undergo rearrangement to form primary amines. This reaction, called the Hofmann rearrangement, can produce primary amines (aryl and alkyl) in high yields without contamination by secondary and tertiary amines.

You might also read

Related Articles

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

Sort by

Same author

<i>checkCIF</i> validation ALERTS: what they mean and how to respond.

Acta crystallographica. Section E, Crystallographic communications·2020

Same author

1,4-Addition of a Terminal Phosphinidene Complex to [5]Metacyclophane.

Angewandte Chemie (International ed. in English)·2018

Same author

A Structural Model for [Fe]-Only Hydrogenases.

Angewandte Chemie (International ed. in English)·2018

Same author

Erratum to: Circadian rhythm of heart rate and physical activity in nurses during day and night shifts.

European journal of applied physiology·2015

Same author

Circadian rhythm of heart rate and physical activity in nurses during day and night shifts.

European journal of applied physiology·2015

Same author

PLATON SQUEEZE: a tool for the calculation of the disordered solvent contribution to the calculated structure factors.

Acta crystallographica. Section C, Structural chemistry·2015

Search research articles

Related Experiment Video

Updated: Jul 10, 2026

Preparation and Reactivity of a Triphosphenium Bromide Salt: A Convenient and Stable Source of Phosphorus(I)

Preparation and Reactivity of a Triphosphenium Bromide Salt: A Convenient and Stable Source of Phosphorus(I)

Published on: November 22, 2016

Atropisomeric phosphinines: design and synthesis.

Christian Müller¹, Evgeny A Pidko, Daniel Totev

¹Schuit Institute of Catalysis, Department of Chemical Engineering and Chemistry, Eindhoven University of Technology, 5600 MB Eindhoven, The Netherlands. c.mueller@tue.nl

Dalton Transactions (Cambridge, England : 2003)

|November 21, 2007

Summary

Researchers designed and synthesized the first atropisomeric phosphinine, confirming its axial chirality through computational and experimental methods. This breakthrough opens new avenues in chiral molecule design.

More Related Videos

Synthesis of High Purity Nonsymmetric Dialkylphosphinic Acid Extractants

Synthesis of High Purity Nonsymmetric Dialkylphosphinic Acid Extractants

Published on: October 19, 2017

Related Experiment Videos

Last Updated: Jul 10, 2026

Preparation and Reactivity of a Triphosphenium Bromide Salt: A Convenient and Stable Source of Phosphorus(I)

Preparation and Reactivity of a Triphosphenium Bromide Salt: A Convenient and Stable Source of Phosphorus(I)

Published on: November 22, 2016

Synthesis of High Purity Nonsymmetric Dialkylphosphinic Acid Extractants

Synthesis of High Purity Nonsymmetric Dialkylphosphinic Acid Extractants

Published on: October 19, 2017

Area of Science:

Organic Chemistry
Stereochemistry
Computational Chemistry

Background:

Phosphinines are heterocyclic compounds containing phosphorus.
Atropisomerism refers to chirality arising from hindered rotation around a single bond.
Developing novel chiral scaffolds is crucial for asymmetric synthesis.

Purpose of the Study:

To design and synthesize the first atropisomeric phosphinine.
To experimentally verify the presence of axial chirality in the designed phosphinine.

Main Methods:

Density Functional Theory (DFT) calculations for predicting axial chirality.
Chiral High-Performance Liquid Chromatography (HPLC) for experimental verification.
Derivatization experiments and temperature-dependent 31P{1H} Nuclear Magnetic Resonance (NMR) spectroscopy.

Main Results:

Successful design and synthesis of the first atropisomeric phosphinine.
DFT calculations accurately predicted the presence of axial chirality.
Experimental data from chiral HPLC, derivatization, and NMR spectroscopy confirmed the atropisomerism.

Conclusions:

The first atropisomeric phosphinine was successfully created.
The study demonstrates the feasibility of inducing and verifying axial chirality in phosphinine systems.
This work provides a new chiral building block for advanced organic synthesis.