Nonlinear optical properties of benzofurobenzofurans

✍ Scribed by Salvatore Millefiori; Andrea Alparone; Arcangelo Millefiori

• Publisher: Journal of Heterocyclic Chemistry
• Year: 1997
• Tongue: English
• Weight: 459 KB
• Volume: 34
• Category: Article
• ISSN: 0022-152X
• DOI: 10.1002/jhet.5570340129

✦ Synopsis

Abstract

The geometric structure, dipole moment, μ, linear polarizability, α and first hyperpolarizability, β, of symmetrically substituted amino‐and cyanobenzofurobenzofurans and dihydrobenzofurobenzofurans have been calculated by ab initio coupled perturbed Hartree‐Fock methods. Singlet electronic transition energies and excited state dipole moments have been calculated by the AMI program. The benzofurobenzofuran derivatives are planar, while dihydrobenzofurobenzofuran derivatives have a V‐shaped form, in agreement with experimental X‐ray data. The molecular structure is rather unaffected by substitution. The linear polarizability is weakly sensitive to the substituent and substituent position, while β value changes over about 1 order of magnitude. Although both series of compounds have relatively modest hyperpolarizability, reaching ca. 60% β of para‐nitroaniline, they have good properties for second harmonic generation devices: transparency in the visible spectral region, thermal stability and conformational rigidity.