Abstract
An attempt is made to maximize the solar energy storage in norbornadiene (1)/quadricyclane (2) system, through exchanging of heteroatoms at C7 of 1 and 2; calculating the corresponding energies at MP2/6-311++G(3df,2p)//B3LYP/6-311++G(3df,2p) and B3LYP/6-311++G** levels of theory. Free energy gaps between 1 X and 2 X, δG(1x)-(2x), and solar energy storage is the most for 1 Se, 1 As and 1 Al from group VIII, VII and III of the Table, respectively.
Similar content being viewed by others
References
A.M. Helms, R.A. Caldwell, J. Am. Chem. Soc. 117 (1995) 358.
W. Fub, K.K. Pushpa, W.E. Schmid, Photochem. Photobiol. Sci. 1 (2002) 60.
R.D. Bach, I.L. Schilke, H.B. Schlegel, J. Org. Chem. 61 (1996) 4845.
Y. Inadomi, K. Morihashi, O. Kikuchi, J. Mol. Struct. 434 (1998) 59.
R.R. Hautala, R.B. King, C. Kutal, Solar Energy, Chemical Conversion and Storage, Hummana, Clifton, NJ, 1979, p. 333.
V.A. Bren, A.D. Dubonosov, V.I. Minkin, V.A Chernoivanov, Russ. Chem. Rev. 60 (1991) 451.
A. Cox, Photochemistry 30 (1999) 389.
P. Laine, V. Marvaud, A. Gourdon, J.P. Launnay, R. Argazzi, C.A. Bignozzi, Inorg. Chem. 35 (1996) 711.
E.E. Bonfantini, D.L. Officer, J. Chem. Soc., Chem. Cummun. (1994) 1445.
S. Fraysse, C. Coudret, J.P. Launay, Eur. J. Org. Chem. (2000) 1582.
S. Takahashi, K. Samata, H. Muta, S. Machida, K. Horie, Appl. Phys. Lett. 78 (2001) 13.
K. Horie, T. Nishikubo, K. Kinoshita, S. Morino, S. Machida, S. Yamashita, Jpn. Kokai Tokkyo Koho IP 10448727 A2 (1998).
S. Morino, T. Watanabe, Y. Magaya, K. Horie, T. Nishikubo, J. Photopolymer. Sci. Technol. 7 (1994) 121.
S. Morino, K. Horie, ACS Symp. Ser. 672 (1997) 260.
H. Nishino, Y. Inoue, Jpn. Kokai Tokkyo Koho IP2000086588, 2000. Heteroatom Effect at C7 of Norbornadiene-Quadricyclane 103
S. Miki, Y. Asako, Z. Yoshida, Chem. Lett. (1987) 195.
F. Strack, P.G. Jones, R. Herges, Eur. J. Org. Chem. (1998) 2533.
R. Herges, W. Reif, Liebigs Ann. Chem. (1996) 761.
S. Nakatsuji, S. Takeuchi, T. Ojima, Y. Ogawa, H. Akutsu, J. Yamada, Mol. Cryst. Liq. Cryst. Sci. Technol. Sect. A 356 (2001) 23.
S. Takeuchi, Y. Ogawa, A. Naito, K. Sudo, N. Yasuoka, H. Akutsu, S. Nakatsuji, Mol. Cryst. Liq. Cryst. Sci. Technol. Sect. A 345 (2000) 167.
S. Nakatsuji, Y. Ogawa, S. Takeuchi, H. Akutsu, J. Yamada, A. Naito, K. Sudo, N. Yasuoka, J. Chem. Soc., Perkin Trans. 2 (2000) 1969.
M.E. Wright, G.D. Allred, R.B. Wardle, L.F. Cannizzo, J. Org. Chem. 58 (1993) 4122.
T. Nagai, I. Takahashi, T. Nishikuboy, Chem. Lett. 32 (2003) 754.
D.W. Rogers, F.J. McLafferty, J. Phys. Chem. A 103 (1999) 8733.
K. Raghavachari, R.C. Haddon, H.D. Roth, J. Am. Chem. Soc. 105 (1983) 3110.
M. Rosi, A. Sgamellotti, Inorg. Chem. 38 (1999) 1520.
M.Z. Kassaee, E. Vessally, J. Mol. Struct. (Theochem) 716 (2004) 159.
M.Z. Kassaee, E. Vessally, S. Arshadi, J. Mol. Struct. (Theochem) 801 (2006) 1200.
C. Lee, W. Yang, R.G. Parr, Phys. Rev. B 37 (1988) 785.
A.D. Becke, J. Chem. Phys. 98 (1993) 5648.
GAUSSIAN 98, Revision A. 6, M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, V.G. Znkrzewski, G.A. Montgomery, Jr., R.E. Startmann, J.C. Burant, S. Dapprich, J.M. Millam, A.D. Daniels, K.N. Kudin, M.C. Strain, O. Farkas, J. Tomasi, V. Barone, M. Cossi, R. Cammi, B. Mennucci, C. Pamelli, G. Adamo, S. Clifford, J. Ochterski, G.A. Petersson, P.Y. Ayala, Q. Cui, K. Morokoma, D.K. Malick, A.D. Rubuck, K. Raghavachari, J.B. Foresman, J. Cioslawski, J.V. Oritz, B.B. Stlefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R. Comperts, R.L. Martin, P.J. Fox, T. Keith, M.A. Al-Laham, C.Y. Peng, A. N. Akkara, C.G. Gonzales, M.C. Combe, P.M.W. Gill, B. Johnson, W. Chem, M.W. Wong, J.L. Andres, C. Gonzales, M. Head-Gordon, E.S. Replogle, J.A. Pople, Gaussian Inc., Pittsburgh PA, 1998.
M.L. Coote, G.P.F. Wood, L. Radom, J. Phys. Chem. A 106 (2002) 12124.
M.D. Wodrich, C. Corminboeuf, P.R. Schreiner, A.A. Fokin, P.V.R. Schleyer, Org. Lett. 9 (2007) 1851.
C. Peng, P.Y. Ayala, H.B. Schlegel, M.J. Frisch, J. Comp. Chem. 17 (1996) 49. 234.
G. Rauhut, P.J. Pulay, Phys. Chem. 99 (1995) 3093.
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Vessally, E. Heteroatom effect at C7 of norbornadiene-Quadricyclane system for maximizing the solar energy storage: DFT calculations. JICS 6, 99–103 (2009). https://doi.org/10.1007/BF03246507
Received:
Accepted:
Issue Date:
DOI: https://doi.org/10.1007/BF03246507