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Terahertz time-domain spectroscopic investigation on quinones

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Abstract

Well resolved far-infrared spectra of 1,4-benzoquinone, 1,4-naphthoquinone, and 9, 10-anthraquinonme in polycrystalline form have been measured with terahertz time domain spectroscopy at room temperature. The characterizations of power absorption and index of refraction in the frequency range 0.3–2.0 THz are presented. Theoretical calculation is applied to assist the analysis and assignment of individual THz absorption spectra of the p-quinones with semiempirical AM1, Hartree-Fock (HF), and density functional theory (DFT) method. Observed THz responses are assigned to the translational and torsional vibrations of p-quinone dimer held together by weak hydrogen bonds.

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References

  1. Tandon V K, Singhb R V, Yadav D B. Synthesis and evaluation of novel 1,4-naphthoquinone derivatives as antiviral, antifungal and anticancer agents. Bioorg Med Chem Lett, 2004, 14: 2901–2904

    Article  CAS  Google Scholar 

  2. Yavari I, Alborzi A R, Mohtat B. Synthesis of highly functionalized 9,10-anthraquinones. Dyes and Pigments, 2006, 68: 85–88

    Article  CAS  Google Scholar 

  3. Jones R A. Pyrroles. Part II The Synthesis Reactivity And Physical Properties of Substituted Pyrroles. New York: Wiley, 1992

    Google Scholar 

  4. Li W Y, Lu Z H, Xu J G, Guo X Q, Zhu Q Z. Spectroscopic study on the interaction between sodium 9,10-anthraquinone-2-sulfonate and DNA. Supramol Sci, 1998, 5(5-6): 747–749

    Article  CAS  Google Scholar 

  5. Kumar C V, Asuncion E H. DNA binding studies and site selective fluorescence sensitization of an anthryl probe. J Am Chem Soc, 1993, 115(19): 8547–8553

    Article  CAS  Google Scholar 

  6. Schuftz P G, Taylor J S, Dervan P B. Design synthesis of a sequence-specific DNA cleaving molecule. (Distamycin-EDTA) iron (II). J Am Chem Soc, 1982, 104(24): 6861–6863

    Article  Google Scholar 

  7. Hertzberg R P, Dervan P B. Cleavage of double helical DNA by methi-dium-propyl-EDTA-iron(II). J Am Chem Soc, 1982, 104(1): 313–315

    Article  CAS  Google Scholar 

  8. Walther M, Plochocka P, Fischer B, Helm H, Jepsen P U. Collective vibrational modes in biological molecules investigated by terahertz time-domain spectroscopy. Biopolymers, 2002, 67(4–5): 310–313

    Article  CAS  Google Scholar 

  9. Walther M, Fischer B, Schall M, Helm H, Jepsen P U. Far-infrared vibrational spectra of all-trans, 9-cis and 13-cis retinal measured by THz time-domain spectroscopy. Chem Phys Lett, 2000, 332(3–4): 389–395

    Article  CAS  Google Scholar 

  10. Upadhya P C, Shen Y C, Davies A G, Linfield E H. Terahertz time-domain spectroscopy of glucose and uric acid. J Biol Phys, 2003, 29(2/3): 117–121

    Article  CAS  Google Scholar 

  11. Ge M, Zhao H W, Ji T, Yu X H, Wang W F, Li W X. Terahertz time-domain spectroscopy of some pentoses. Sci China Ser B-Chem, 2005, 35: 441–445

    Google Scholar 

  12. Markelz A G, Roitberg A, Heilweil E J. Pulsed terahertz spectroscopy of DNA, bovine serum albumin and collagen between 0.1 and 2.0 THz. Chem Phys Lett, 2000, 320(1–2): 42–48

    Article  CAS  Google Scholar 

  13. Fischer B, Walther M, Jepsen P U. Far-infrared vibrational spectroscopy of hydrogen bonding in nucleotides and short DNA strands. In: Chamberlain J M, et al. (Eds.), Proceedings of 2002 IEEE Tenth International Conference on Terahertz Electronics, IEEE, Piscataway, USA, 2002, 74

    Chapter  Google Scholar 

  14. Fischer B, Walther M, Jepsen P U. Far-infrared vibrational modes of DNA components studied by terahertz time-domain spectroscopy. Phys Med Biol, 2002, 47(21): 3807–3814

    Article  CAS  Google Scholar 

  15. Han J G, Zhu Z Y, Wang Z X, Liao Y, Ji T, Ge M, Zhang Z Y. Shift in low-frequency vibrational spectra of transition-metal zirconium compounds. Appl Phys Lett, 2005, 87: 172107

    Article  Google Scholar 

  16. Frisch M J, Trucks G W, Schlegel H B, Scuseria G E, Robb M A, Cheeseman J R, Montgomery J A, Jr., Vreven T, Kudin K N, Burant J C, Millam J M, Iyengar S S, Tomasi J, Barone V, Mennucci B, Cossi M, Scalmani G, Rega N, Petersson G A, Nakatsuji H, Hada M, Ehara M, Toyota K, Fukuda R, Hasegawa J, Ishida M, Nakajima T, Honda Y, Kitao O, Nakai H, Klene M, Li X, Knox J E, Hratchian H P, Cross J B, Adamo C, Jaramillo J, Gomperts R, Stratmann R E, Yazyev O, Austin A J, Cammi R, Pomelli C, Ochterski J W, Ayala P Y, Morokuma K, Voth G A, Salvador P, Dannenberg J J, Zakrzewski V G, Dapprich S, Daniels A D, Strain M C, Farkas O, Malick D K, Rabuck A D, Raghavachari K, Foresman J B, Ortiz J V, Cui Q, Baboul A G, Clifford S, Cioslowski J, Stefanov B B, Liu G, Liashenko A, Piskorz P, Komaromi I, Martin R L, Fox D J, Keith T, Al-Laham M A, Peng C Y, Nanayakkara A, Challacombe M, Gill P M W, Johnson B, Chen W, Wong M W, Gonzalez C, Pople J A. Gaussian 03, Revision C.02, Gaussian, Inc., Wallingford CT, 2004

  17. Frisch A, Nielsen A B, Holder A J, Gaussview Users Manual, Gaussian Inc. 2000

  18. Drogoman D, Dragroman M. Terahertz fields and applications. Optical Characterization of Solid. Berlin: Springer Verlag, 2002

    Google Scholar 

  19. Plokhotnichenko A M, Raddchenko E D, Stepanian S G, Adamowicz L. p-Quinone dimers: H-bonding vs stacked interaction. matrix-isolation infrared and ab initio study. J Phys Chem A, 1999, 103: 11052–11059

    Article  CAS  Google Scholar 

  20. Ge M, Zhao H W, Zhang Z Y, Wang W F, Yu X H, Li W X. Far-infrared Spectra of 2,2′-biphenol and 4,4′-biphenol Measured by Terahertz Time-Domain Spectroscopy. Acta Phys Chim Sin (in Chinese), 2005, 21(9): 1063–1066

    CAS  Google Scholar 

  21. Upadhya P C, Shen Y S, Davies A G, Linfield E H. Far-infrared vibrational modes of polycrystalline saccharides. Vib Spectrosc, 2004, 35: 139–143

    Article  CAS  Google Scholar 

  22. National Institute of Standards and Technology, Computational Chemistry Comparison and Benchmark Database Release 5b (2001)

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Correspondence to WenFeng Wang.

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Supported by the National Natural Science Foundation of China (Grant No. 10675158) and the major project of the Shanghai Municipal Commission of Science and Technology (Grant No. 06dj14008)

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Ge, M., Zhao, H., Wang, W. et al. Terahertz time-domain spectroscopic investigation on quinones. Sci. China Ser. B-Chem. 51, 354–358 (2008). https://doi.org/10.1007/s11426-008-0004-9

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  • DOI: https://doi.org/10.1007/s11426-008-0004-9

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