Spiro oligothiophenes

Organic Letters

Volumn 12, Issue 14, 2010, Pages 3230-3233

  Miyasaka, Makoto ^a   Pink, Maren ^b   Rajca, Suchada ^a   Rajca, Andrzej ^a  

^a UNIVERSITY OF NEBRASKA LINCOLN   (United States)

^b INDIANA UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 77954555262     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol1011696     Document Type: Article

References (40)

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24. Synthesis of the [9]helicene will be reported elsewhere.
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27. The exception is one of the thiophene-phenylene [7]helicenes, for which TMS deprotection with TFA gives the product in intramolecular cyclization that is quasi[8]circulene.
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31. X-ray structure of 1 could only be partially refined because of small, low-quality crystals (Figure S1, Table S1, Supporting Information).
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33. Accurate free energies would require higher level of theory.
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35. -1 above 1a-R. We thank the reviewer for pointing out this possibility.
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38. Calculations at the GIAO/B3LYP/6-31G(d,p) level using IEF-PCM-UA0 solvent model for chloroform
39. 2 = 0.95 (Figure S28, Supporting Information).
40. i-symmetric 2a-RS is about 1 ppm higher than the experimental value in 2.