Observing Second‐Order Nonlinear Optical Properties by Symmetry Breaking in Centrosymmetric Furan‐Containing Oligoaryl Cyclophandienes | Zendy

Lin HsinChieh | Zendy; Hsu JuiHung | Zendy; Lee ChaoKuei | Zendy; Tai Oliver YungHui | Zendy; Wang ChinHsien | Zendy; Chou ChihMing | Zendy; Chen KuangYen | Zendy; Wu YiLin | Zendy; Luh TienYau | Zendy

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Observing Second‐Order Nonlinear Optical Properties by Symmetry Breaking in Centrosymmetric Furan‐Containing Oligoaryl Cyclophandienes

Author(s) -

Lin HsinChieh,

Hsu JuiHung,

Lee ChaoKuei,

Tai Oliver YungHui,

Wang ChinHsien,

Chou ChihMing,

Chen KuangYen,

Wu YiLin,

Luh TienYau

Publication year - 2009

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.200902115

Subject(s) - furan , nonlinear optical , symmetry breaking , nonlinear system , resonance (particle physics) , crystallography , order (exchange) , chemistry , symmetry (geometry) , computational chemistry , chemical physics , physics , mathematics , atomic physics , quantum mechanics , organic chemistry , geometry , finance , economics

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 μm are 208 and 530×10 −30 esu, respectively. The β values of 3 and 4 are similar to those of respective cyclophenes 1 a 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.

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