Home
Resources
Publications
Synthesis of Thiophene 1,1-dioxides and Tuning Their Optoelectronic Properties

Synthesis of Thiophene 1,1-dioxides and Tuning Their Optoelectronic Properties

Chia-Hua Tsai, Danielle N Chirdon, Andrew B Maurer, Stefan Bernhard, Kevin J T Noonan

Org Lett. 2013 Oct 18;15(20):5230-3.

PMID: 24090357

Abstract:

A 2,5-bis(tributylstannyl)thiophene 1,1-dioxide was prepared from 2,5-bis(trimethylsilyl)thiophene 1,1-dioxide, bis(tributyltin) oxide, and tetrabutylammonium fluoride (TBAF). The 2,5-bis(tributylstannyl)thiophene 1,1-dioxide and a 2,5-diiodothiophene 1,1-dioxide were utilized in a series of Stille cross-coupling reactions to afford thiophene 1,1-dioxides with either electron-donating or electron-withdrawing substituents. Electron-withdrawing groups greatly facilitate the reduction of these sulfone heterocycles, and -C6H4-p-NO2 substituents produce a 510 mV shift as compared to a thiophene 1,1-dioxide with two phenyl groups.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP145483632	2,5-Bis(tributylstannyl)thiophene		145483-63-2	Price

As a specialist in analytical chemical Products, Alfa Chemistry offers consumers a wealth of raw materials and a full range of technologies and services.

QUICK LINKS

HEADQUARTERS

Tel:

Fax:

Email: