Band gap of carbon-sulfur [n]helicenes

Makoto Miyasaka, Maren Pink, Arnon Olankitwanit, Suchada Rajca, Andrzej Rajca

Research output: Contribution to journalArticle

23 Citations (Scopus)

Abstract

Asymmetric synthesis of (-)-[9]helicene, as well as preparation of its lower homologues, completes the series of carbon-sulfur [5]-, [7]-, [9]-, and [11]helicenes. Spectroscopic and electrochemical studies of this series provide an absorption onset-based band gap, E g = 3.40 eV, for a cross-conjugated (C 2S) n helix; this value may be compared to E g = 3.59 eV obtained from TD-DFT computed excitation energies for a series of dimethyl-substituted [n]helicenes (n ≥ 31).

Original languageEnglish (US)
Pages (from-to)3076-3079
Number of pages4
JournalOrganic Letters
Volume14
Issue number12
DOIs
StatePublished - Jun 15 2012

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Sulfur
helices
Energy gap
sulfur
Carbon
preparation
Excitation energy
carbon
synthesis
Discrete Fourier transforms
excitation
energy
helicenes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Band gap of carbon-sulfur [n]helicenes. / Miyasaka, Makoto; Pink, Maren; Olankitwanit, Arnon; Rajca, Suchada; Rajca, Andrzej.

In: Organic Letters, Vol. 14, No. 12, 15.06.2012, p. 3076-3079.

Research output: Contribution to journalArticle

Miyasaka, M, Pink, M, Olankitwanit, A, Rajca, S & Rajca, A 2012, 'Band gap of carbon-sulfur [n]helicenes', Organic Letters, vol. 14, no. 12, pp. 3076-3079. https://doi.org/10.1021/ol3011437
Miyasaka M, Pink M, Olankitwanit A, Rajca S, Rajca A. Band gap of carbon-sulfur [n]helicenes. Organic Letters. 2012 Jun 15;14(12):3076-3079. https://doi.org/10.1021/ol3011437
Miyasaka, Makoto ; Pink, Maren ; Olankitwanit, Arnon ; Rajca, Suchada ; Rajca, Andrzej. / Band gap of carbon-sulfur [n]helicenes. In: Organic Letters. 2012 ; Vol. 14, No. 12. pp. 3076-3079.
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