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Synthesis and physical properties of [4]cyclo-3,7-dibenzo[b,d]thiophene and its S,S-dioxide
Synthesis and physical properties of [4]cyclo-3,7-dibenzo[b,d]thiophene and its S,S-dioxide
- Source :
- Canadian Journal of Chemistry. 95:351-356
- Publication Year :
- 2017
- Publisher :
- Canadian Science Publishing, 2017.
-
Abstract
- Cyclic tetramers of 3,7-dibenzo[b,d]thiophene (DBT) and 3,7-dibenzo[b,d]thiophene-5,5-dioxide (DBTO), i.e., [4]cyclo-DBT ([4]CDBT) and [4]cyclo-DBTO ([4]CDBTO), respectively, are synthesized by the platinum-mediated assembly of bis-metallated DBT and DBTO and the subsequent reductive elimination of platinum. This is the first example of the synthesis of sulfur-containing cycloparaphenylene (CPP) derivatives. The structure of [4]CDBTO is unambiguously determined by the single crystal X-ray analysis. Theoretical and experimental analyses of their physical properties reveal the effect of the sulfur atom and sulfonyl group at the periphery of biphenyl units of the CPP.
- Subjects :
- Biphenyl
Sulfonyl
chemistry.chemical_classification
010405 organic chemistry
Stereochemistry
Organic Chemistry
chemistry.chemical_element
General Chemistry
010402 general chemistry
01 natural sciences
Medicinal chemistry
Sulfur
Catalysis
Reductive elimination
0104 chemical sciences
chemistry.chemical_compound
chemistry
Thiophene
Platinum
Single crystal
Subjects
Details
- ISSN :
- 14803291 and 00084042
- Volume :
- 95
- Database :
- OpenAIRE
- Journal :
- Canadian Journal of Chemistry
- Accession number :
- edsair.doi...........f8f44a285068c17e80fb7a46d8bdb4e4
- Full Text :
- https://doi.org/10.1139/cjc-2016-0474