Synthesis of 1,6-, 2,7-, 3,8-, and 4,9-isomers of didodecyl[1] benzothieno[3,2-b][1]benzothiophenes
Ruzié, C. and Karpinska, J. and Kennedy, A.R. and Geerts, Y.H. (2013) Synthesis of 1,6-, 2,7-, 3,8-, and 4,9-isomers of didodecyl[1] benzothieno[3,2-b][1]benzothiophenes. Journal of Organic Chemistry, 78 (15). pp. 7741-7748. ISSN 0022-3263 (https://doi.org/10.1021/jo401134c)
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The synthesis of 1,6-, 2,7-, 3,8-, and 4,9-isomers of dibromo- and didodecyl[1]benzothieno[3,2-b][1]benzothiophenes, via the stilbene pathway, is described. Starting from the synthesis of bromo-2-(methylthio)benzaldehydes, a series of functionalization, McMurry coupling, and finalising cyclization reactions were explored. The stereochemistry of the cyclization mechanism was investigated. Using this methodology didodecyl[1]benzothieno[3,2-b][1] benzothiophenes were formed in overall yields of 5-32%.
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Item type: Article ID code: 46006 Dates: DateEvent2 August 2013PublishedSubjects: Science > Chemistry Department: Faculty of Science > Pure and Applied Chemistry Depositing user: Pure Administrator Date deposited: 20 Nov 2013 10:03 Last modified: 08 Apr 2024 20:56 Related URLs: URI: https://strathprints.strath.ac.uk/id/eprint/46006