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Updated: Jun 1, 2026

Synthesis of a Thiol Building Block for the Crystallization of a Semiconducting Gyroidal Metal-sulfur Framework
Published on: April 9, 2018
3,3',5,5'-Tetra-bromo-2,2'-bithio-phene.
1Key Laboratory of Science & Technology of Eco-Textiles, Ministry of Education, College of Chemistry, Chemical Engineering & Biotechnology, Donghua University, Shanghai 201620, People's Republic of China.
Bromination of 2,2'-bithiophene yielded a novel tetrabrominated compound. Structural analysis revealed planar thiophene rings with a specific dihedral angle, influencing molecular arrangement.
Area of Science:
- Organic Chemistry
- Crystallography
- Materials Science
Background:
- 2,2 -bithiophene is a sulfur-containing heterocyclic compound.
- Halogenation reactions are crucial for modifying organic molecule properties.
Purpose of the Study:
- To synthesize and characterize a novel brominated derivative of 2,2 -bithiophene.
- To elucidate the molecular structure and crystal packing of the synthesized compound.
Main Methods:
- Chemical synthesis via bromination of 2,2 -bithiophene using elemental bromine.
- Single-crystal X-ray diffraction analysis to determine molecular and crystal structure.
Main Results:
- Successful synthesis of C(8)H(2)Br(4)S(2).
- The molecule exhibits a crystallographic twofold rotation axis, leading to symmetrical thiophene rings.
- Planar thiophene rings with a dihedral angle of 47.2(4)° were observed.
- Molecular packing is influenced by intramolecular contacts between bromine atoms.
Conclusions:
- The study provides a detailed structural characterization of a novel tetrabrominated bithiophene derivative.
- The findings offer insights into the impact of halogenation on the geometry and packing of bithiophene systems.
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