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Issue 6, 2021

Phosphorus-ylides: powerful substituents for the stabilization of reactive main group compounds

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Abstract

Phosphorus ylides are 1,2-dipolar compounds with a negative charge on the carbon atom. This charge is stabilized by the neighbouring onium moiety, but can also be shifted towards other substituents thus making ylides strong π donor ligands and hence ideal substituents to stabilize reactive compounds such as cations and low-valent main group species. Furthermore, the donor strength and the steric properties can easily be tuned to meet different requirements for stabilizing reactive compounds and for tailoring the properties and reactivities of the main group element. Although the use of ylide substituents in main group chemistry is still in its infancy, the first examples of isolated compounds impressively demonstrate the potential of these ligands. This review summarizes the most important discoveries also in comparison to other substituents, thus outlining avenues for future research directions.

Graphical abstract: Phosphorus-ylides: powerful substituents for the stabilization of reactive main group compounds

Article information


Submitted
12 Jun 2020
Accepted
17 Jul 2020
First published
17 Jul 2020

This article is Open Access
All publication charges for this article have been paid for by the Royal Society of Chemistry

Chem. Sci., 2021,12, 2016-2024
Article type
Minireview

Phosphorus-ylides: powerful substituents for the stabilization of reactive main group compounds

A. Sarbajna, V. S. V. S. N. Swamy and V. H. Gessner, Chem. Sci., 2021, 12, 2016 DOI: 10.1039/D0SC03278F

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