Synthesis of Substituted [8]Cycloparaphenylenes by [2 + 2 + 2] Cycloaddition

Tran-Van, Anne-Florence;Huxol, Elena;Basler, Jonathan M.;Neuburger, Markus;Wegner, Hermann A.;et.al.
(2014) Organic Letters — Vol. 16, n° 6, p. 1594-1597 (2014)

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Authors
  • Tran-Van, Anne-Florence
    Author
  • Huxol, Elena
    Author
  • Basler, Jonathan M.
    Author
  • Neuburger, Markus
    Author
  • Adjizian, Jean JosephUCLouvain
    Author
  • Wegner, Hermann A.
    Author
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Abstract
A new modular approach to the smallest substituted cycloparaphenylenes (CPPs) is presented. This versatile method permits access to substituted CPPs, choosing the substituent at a late stage of the synthesis. Variously substituted [8]CPPs have been synthesized, and their properties analyzed. The structural characteristics of substituted CPPs are close to those of unsubstituted CPPs. However, their optoelectronic behavior differs remarkably due to the larger torsion angle between the phenyl units.
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Citations

Tran-Van, A.-F., Huxol, E., Basler, J. M., Neuburger, M., Adjizian, J. J., Ewels, C. P., & Wegner, H. A. (2014). Synthesis of Substituted [8]Cycloparaphenylenes by [2 + 2 + 2] Cycloaddition. Organic Letters, 16(6), 1594-1597. https://doi.org/10.1021/ol500194s (Original work published 2014)