Observing second-order nonlinear optical properties by symmetry breaking in centrosymmetric furan-containing oligoaryl cyclophandienes

Hsin Chieh Lin, Jui Hung Hsu*, Chao Kuei Lee, Oliver Yung Hui Tai, Chin Hsien Wang, Chih Ming Chou, Kuang Yen Chen, Yi Lin Wu, Tien Yau Luh

*Corresponding author for this work

    Research output: Contribution to journalArticlepeer-review

    8 Scopus citations

    Abstract

    Centrosymmetric furan-containing cyclophandienes 3 and 4, synthesized by our furan annulation protocol, have been shown to exhibit extraordinarily large Stokes shifts and second-order nonlinear optical β values. The β values for 3 and 4 measured at 1.32 mm are 208 and 530 × 10 -30 esu, respectively. The β values of 3 and 4 are similar to those of respective cyclophenes 1a and 7 in which strong hyperpoarizable interactions between two twisted π-systems (oligoaryl and bridging double bond) might take place. Symmetry breaking due to the resonance contribution (cf. 2) and the unique structural features of 3 and 4 has been used to account for this unusual photophysical behavior.

    Original languageEnglish (US)
    Pages (from-to)13201-13209
    Number of pages9
    JournalChemistry - A European Journal
    Volume15
    Issue number47
    DOIs
    StatePublished - Dec 7 2009

    Keywords

    • Cyclophandienes
    • Nonlinear optics
    • Oligoaryls
    • Photochemistry
    • Symmetry breaking

    ASJC Scopus subject areas

    • Catalysis
    • Organic Chemistry

    Fingerprint Dive into the research topics of 'Observing second-order nonlinear optical properties by symmetry breaking in centrosymmetric furan-containing oligoaryl cyclophandienes'. Together they form a unique fingerprint.

    Cite this