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Updated: Jul 16, 2025

From Molecules to Materials: Engineering New Ionic Liquid Crystals Through Halogen Bonding

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Published on: March 24, 2018

Thioxobimanes.

Partha Jyoti Das¹, Ankana Roy¹, Ashim Nandi²

¹Department of Chemical Sciences, Ariel University, Ariel 40700, Israel.

The Journal of Organic Chemistry

|September 15, 2023

Summary

This summary is machine-generated.

Researchers synthesized novel thioxobimanes, the first heavy-chalcogenide variants of N-heterobicyclic compounds. These compounds show potential as ligands for transition metals, demonstrated by a gold complex.

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Area of Science:

Organic Chemistry
Heterocyclic Chemistry
Coordination Chemistry

Background:

Dioxobimanes are established N-heterobicyclic compounds with a core 1,5-diazabicyclo[3.3.0]octadienedione structure.
These compounds feature two endocyclic carbonyl groups, offering sites for chemical modification.

Purpose of the Study:

To synthesize and characterize novel heavy-chalcogenide bimane variants by thionating dioxobimanes.
To investigate the structural, electronic, and coordination properties of these new thioxobimanes.

Main Methods:

Sequential thionation of syn and anti isomers of (Me,Me)dioxobimane.
Extensive spectroscopic (NMR, Mass Spectrometry, etc.) and crystallographic characterization.
Computational studies to probe aromaticity.
Synthesis of a gold(I)-thioxobimane complex.

Main Results:

Successful synthesis of a series of thioxobimanes, the first heavy-chalcogenide bimane derivatives.
Comprehensive characterization confirming the structures and properties of the new compounds.
Demonstrated potential as ligands through the formation of a gold(I) complex.

Conclusions:

Thioxobimanes represent a new class of heavy-chalcogenide N-heterobicyclic compounds.
These compounds exhibit interesting structural and electronic properties, including aromaticity.
Thioxobimanes are promising ligands for transition metal coordination chemistry.