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Preparation and Reactions of Sulfides

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Sulfides are the sulfur analog of ethers, just as thiols are the sulfur analog of alcohol. Like ethers, sulfides also consist of two hydrocarbon groups bonded to the central sulfur atom. Depending upon the type of groups present, sulfides can be symmetrical or asymmetrical. Symmetrical sulfides can be prepared via an SN2 reaction between 2 equivalents of an alkyl halide and one equivalent of sodium sulfide.

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Related Experiment Video

Updated: Jun 13, 2026

Preparation of N-(2-alkoxyvinyl)sulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines

Preparation of N-(2-alkoxyvinyl)sulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines

Published on: January 3, 2018

Versatile routes to selenoether functionalised tertiary phosphines.

Tom J Cunningham¹, Mark R J Elsegood, Paul F Kelly

¹Department of Chemistry, Loughborough University, Loughborough, UK LE11 3TU.

Dalton Transactions (Cambridge, England : 2003)

|April 21, 2010

Summary

This summary is machine-generated.

New phosphine ligands containing selenium were synthesized and complexed with platinum and palladium. These complexes exhibit unique P,Se-chelation and non-covalent metal-selenium interactions, confirmed by X-ray crystallography.

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

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Published on: November 22, 2016

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Preparation of N-(2-alkoxyvinyl)sulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines

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Published on: January 3, 2018

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

Area of Science:

Organometallic Chemistry
Coordination Chemistry
Supramolecular Chemistry

Background:

Tertiary phosphines are versatile ligands in coordination chemistry.
The incorporation of selenium into organic molecules offers unique electronic and steric properties.
Investigating novel ligand architectures is crucial for developing new metal complexes.

Purpose of the Study:

To synthesize novel selenoether functionalized tertiary phosphines.
To explore the coordination behavior of these ligands with platinum(II) and palladium(II) metal centers.
To characterize the resulting metal complexes and investigate non-covalent interactions.

Main Methods:

Synthesis and characterization of new phosphine ligands.
Complexation reactions with square-planar Pt(II) and Pd(II) precursors.
Single crystal X-ray crystallography for structural determination.

Main Results:

Successful synthesis of aryl and alkyl-based selenoether phosphines.
Formation of P,Se-chelating complexes with Pt(II) and Pd(II) (complexes 3a and 3b).
Identification of weak, non-covalent metal-selenium (M...Se) contacts in the crystal structures.

Conclusions:

The new phosphine ligands enable P,Se-chelation to late transition metals.
The observed M...Se contacts highlight the role of non-covalent interactions in stabilizing these organometallic complexes.
This work expands the scope of phosphine ligand design for coordination chemistry.