Abstract
The spectroscopic properties of corannulene and cyclopentacorannulene are examined by use of absorption and steady-state fluorescence measurements. A red shift in the emission maxima of cyclopentacorannulene is noted with respect to the emission maxima in the corannulene spectrum. Similar differences in the absorption spectra of both molecules are also observed. Reasons for the dissimilarities in the absorption and emission spectra of these molecules are discussed. The fluorescence quantum yields and lifetimes of the molecules measured in organic solvents are reported. The fluorescence quantum yield and lifetime of cyclopentacorannulene are lower than those of corannulene. This difference is attributed to the highly strained and nonplanar structure of cyclopentacorannulene. The effectiveness of nitromethane as a quencher of corannulene and cyclopentacorannulene fluorescence is examined. In contrast to previously reported results, the fluorescence of these molecules is quenched by nitromethane. Fluorescence quenching of the molecules has been attributed to complex formation in the ground state, i.e., static quenching.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
I. B. Berlman (1971)Handbook of Fluorescence Spectra of Aromatic Molecules, Academic Press, New York.
R. Waris, M. A. Rembert, D. M. Sellers, W. E. Acree Jr., K. W. Street Jr., C. F. Poole, P. H. Shetty, and J. C. Fetzer (1988)Appl. Spectrosc. 42, 1525.
S. A. Tucker, W. E. Acree Jr., K. W. Street Jr., and Fetzer J. C. Fetzer (1989)Appl. Spectrosc. 43, 162.
R. Waris, M. A. Rembert, D. M. Sellers, W. E. Acree Jr., K. W. Street Jr., and J. C. Fetzer (1989)Analyst 114, 195.
R. Waris, K. W. Street Jr., W. E. Acree Jr., and J. C. Fetzer (1989)Appl. Spectrosc. 43, 845.
K. W. Street Jr., W. E. Acree Jr., J. C. Fetzer, P. H. Shetty, and C. F. Poole (1989)Appl. Spectrosc. 43, 1149.
S. A. Tucker, S. E. Cretella, R. Waris, K. W. Street Jr., W. E. Acree Jr., and J. C. Fetzer (1990)Appl. Spectrosc. 44, 269.
W. E. Acree Jr., S. A. Tucker, A. I. Zvaignze, K. W. Street Jr., J. C. Fetzer, and H.-F. Grutzmacher (1990)Appl. Spectrosc. 44, 477.
W. E. Acree Jr., A. I. Zviagnze, and J. C. Fetzer (1990)Appl. Spectrosc. 44, 1193.
S. A. Tucker, W. E. Acree Jr., and M. J. Tanga (1991)Appl. Spectrosc. 45, 911.
S. A. Tucker, W. E. Acree Jr., M. Zander, P. Demerseman, and J.-P. Buisson (1993)Appl. Spectrosc. 47, 317.
A. Munoz de Pena, T. T. Ndou, J. B. Zung, and I. M. Warner (1991)J. Phys. Chem. 95, 3330.
G. Patony and I. M. Warner (1991)J. Indus. Phenom. Mol. Rec. Chem. 11, 313.
J. M. Schutte and I. M. Warner (1994)Talanta 41, 647.
S. A. Tucker, W. E. Acre Jr., J. C. Fetzer, R. G. Harvey, M. J. Tanga, P.-C. Cheng, and L. T. Scott (1993)Appl. Spectrosc. 47, 715.
H. F. Kroto, R. E. Smalley, R. F. Curl, J. R. Heath, and O’Brien (1985)Nature 318, 168.
W. Kratschmer and D. R. Huffman (1990)Chem. Phys. Lett. 170, 167.
R. F. Curl, H. F. Kroto, and R. E. Smalley (1985)J. Am. Chem. Soc. 107, 7779.
D. R. Huffman, L. D. Lamb, W. Kratschmer, and K. Fostiropoulos (1990)Nature 347, 354.
W. C. Hung, C.-D. Ho, C. P. Liu, and Y.-P. Lee (1996)J. Phys. Chem. 100, 3927, S. H. Gallagher, R. S. Armstrong, P. A. Lay, and C. A. Reed (1995)J. Phys. Chem. 99, 5817, I. Renge (1995)J. Phys. Chem. 99, 15955, D. J. van den Heuvel, G. J. B. van den Berg, E. J. J. Groenen, J. Schmidt, I. Holleman, and G. Meijer (1995)J. Phys. Chem. 99, 11644; D. J. van den Heuvel, I. Y. Chan, E. J. J. Groenen, J. Schmidt, and G. Meijer (1994)Chem. Phys. Lett. 231, 111, J. Catalan (1994)Chem. Phys. Lett. 223, 159; R. V. Bensasson, E. Bienvenue, M. Dellinger, S. Leach, and P. Seta (1994)J. Phys. Chem. 98, 3492.
W. E. Barth and R. G. Lawton (1966)J. Am. Chem. Soc. 88, 380.
J. C. Hanson and C. E. Nordman (1976)Acta. Cryst. B32, 1147.
L. T. Scott, M. M. Hashemi, and M. S. Bratcher (1991)J. Am. Chem. Soc. 113, 7082.
L. T. Scott, M. M. Hashemi, and M. S. Bratcher (1992)J. Am. Chem. Soc. 114, 1920.
A. Borchardt, A. Fuchicello, K. V. Kilway, K. K. Baldridge, and J. S. Siegel (1992)J. Am. Chem. Soc. 114, 1921.
A. H. Abdourazak, A. Sygula, and P. W. Rabideu (1993)J. Am. Chem. Soc. 115, 3010; A. H. Abdourazak and P. W. Rabideu (1996)J. Am. Chem. Soc. 118, 339.
B. F. Plummer and Z. Y. Al-Saigh (1983)J. Phys. Chem. 87, 1579.
A. Samanta, C. Devadoss, and R. W. Fesseden (1990)J. Phys. Chem. 94, 7106.
A. Samanta (1991)J. Am. Chem. Soc. 113, 7427.
P. W. Rabideau and A. Sygula (1995) in R. P. Thummel (Ed.),Advances in Theoretically Interesting Molecules, Vol. 3, JAI Press, London, p. 1, P. W. Rabideau and A. Sygula (1996)Acc. Chem. Res. 29, 235.
G.-P. Blumer, M. Zander, and Z. Fresenius (1979)Anal. Chem. 296, 409.
J. R. Lakowicz (1983)Principles of Fluorescence Spectroscopy, Plenum Press, New York.
W. E. Barth and R. G. Lawton (1971)J. Am. Chem. Soc. 93, 1730.
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Dey, J., Will, A.Y., Agbaria, R.A. et al. Spectroscopic study of a representative polar cap of buckminsterfullerene: Cyclopentacorannulene. J Fluoresc 7, 231–236 (1997). https://doi.org/10.1007/BF02758223
Received:
Accepted:
Issue Date:
DOI: https://doi.org/10.1007/BF02758223