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Rapid synthesis and fluorous-phase purification of α-perfluorohexyloligothiophenes
- Source :
-
Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry . Feb2007, Vol. 48 Issue 6, p1045-1047. 3p. - Publication Year :
- 2007
-
Abstract
- Abstract: A high-throughput methodology that facilitates the synthesis, purification and characterisation of π-conjugated oligothiophenes has been developed. α-Perfluorohexyltetrathiophene was synthesised by sequential α-bromination and microwave promoted Stille cross-coupling reactions. Each synthetic transformation was followed by a fluorous solid-phase extraction (F-SPE) procedure to isolate the desired α-perfluorohexyloligothiophene. After a single F-SPE, each oligomer gave essentially one peak by GC–MS, which enabled stepwise growth of a tetrathiophene with no additional purification of the intermediate building blocks required. We anticipate that microwave accelerated synthesis in conjunction with fluorous-phase purification of π-conjugated systems will find generic application in the high-throughput parallel-synthesis of novel organic materials for semiconductor applications. [Copyright &y& Elsevier]
- Subjects :
- *ORGANIC synthesis
*CHEMICAL purification
*BROMINATION
*OLIGOMERS
*SEMICONDUCTORS
Subjects
Details
- Language :
- English
- ISSN :
- 00404039
- Volume :
- 48
- Issue :
- 6
- Database :
- Academic Search Index
- Journal :
- Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 23670818
- Full Text :
- https://doi.org/10.1016/j.tetlet.2006.11.165