메뉴 건너뛰기




Volumn 46, Issue 21, 2007, Pages 8871-8886

Electronic structure of the sulfonyl and phosphonyl groups: A computational and crystallographic study

Author keywords

[No Author keywords available]

Indexed keywords

METHYL SULFATE; OXYGEN; PHOSPHATE; PHOSPHORUS; SULFATE; SULFUR; SULFUR OXIDE; SULFUR TRIOXIDE; UNCLASSIFIED DRUG;

EID: 35648958718     PISSN: 00201669     EISSN: None     Source Type: Journal    
DOI: 10.1021/ic700687t     Document Type: Article
Times cited : (30)

References (104)
  • 1
    • 35648996170 scopus 로고    scopus 로고
    • 2-. While the phosphoryl and sulfuryl groups are more correctly referred to as phosphonato and sulfonato, respectively, we have retained the common usage because it is more widespread in the literature.
    • 2-. While the phosphoryl and sulfuryl groups are more correctly referred to as phosphonato and sulfonato, respectively, we have retained the common usage because it is more widespread in the literature.
  • 19
    • 4944237388 scopus 로고    scopus 로고
    • 6 ed, Houghton Mifflin Company: Boston, MA
    • Zumdahl, S. S.; Zumdahl, S. A. Chemistry, 6 ed.; Houghton Mifflin Company: Boston, MA, 2003; pp 606-607.
    • (2003) Chemistry , pp. 606-607
    • Zumdahl, S.S.1    Zumdahl, S.A.2
  • 46
    • 84949811673 scopus 로고
    • Structural chemistry of gaseous sulfoxides and sulfones
    • Patai, S, Rappoport, Z, Stirling, C. J. M, Eds, Wiley: Chichester, U.K
    • Hargittai, I. Structural chemistry of gaseous sulfoxides and sulfones. In The Chemistry of Sulphones and Sulphoxides; Patai, S., Rappoport, Z., Stirling, C. J. M., Eds.; Wiley: Chichester, U.K., 1988; pp 33-53.
    • (1988) The Chemistry of Sulphones and Sulphoxides , pp. 33-53
    • Hargittai, I.1
  • 69
    • 35649020481 scopus 로고    scopus 로고
    • 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, Bakken, V, 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, Keit
    • 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.; Bakken, V.; 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 B.04; Gaussian, Inc.: Pittsburgh, PA, 2003.
  • 79
    • 0011283230 scopus 로고
    • Sulfamates as antiglaucoma agents
    • U.S. Patent 5,192,785
    • Lo, Y. S.; Nolan, J. C.; Shamblee, D. A., Sulfamates as antiglaucoma agents. U.S. Patent 5,192,785, 1993.
    • (1993)
    • Lo, Y.S.1    Nolan, J.C.2    Shamblee, D.A.3
  • 89
    • 0000097150 scopus 로고    scopus 로고
    • Natural bond orbital methods
    • von Rague Schleyer, P, Ed, John Wiley and Sons Ltd, Chichester, U.K
    • Weinhold, F. Natural bond orbital methods. In Encyclopedia of Computational Chemistry; von Rague Schleyer, P., Ed.; John Wiley and Sons Ltd.: Chichester, U.K., 1998; Vol. 3, pp 1792-1813.
    • (1998) Encyclopedia of Computational Chemistry , vol.3 , pp. 1792-1813
    • Weinhold, F.1
  • 90
    • 0004025325 scopus 로고    scopus 로고
    • Theoretical Chemistry Institute and Department of Chemistry, University of Wisconsin: Madison, WI
    • Weinhold, F. NBO 5.0 Program Manual; Theoretical Chemistry Institute and Department of Chemistry, University of Wisconsin: Madison, WI, 2001.
    • (2001) NBO 5.0 Program Manual
    • Weinhold, F.1
  • 92
    • 33846575171 scopus 로고    scopus 로고
    • During the preparation of this manuscript it was drawn to the authors' attention that caution should be exercised with basis set augmentation using diffuse functions in deletion analysis because of potential effects on the valence space of remote atoms (see Goodman, L.; Sauers, R. R. J. Comput. Chem. 2007, 28, 269-275). Preliminary tests using several different of the example molecules showed slightly lower occupation of d-orbitals upon removal of diffuse functions from basis sets employed in this study. Despite this, the calculated E(2) values appear relatively independent of whether diffuse functions are employed.
    • During the preparation of this manuscript it was drawn to the authors' attention that caution should be exercised with basis set augmentation using diffuse functions in deletion analysis because of potential effects on the valence space of remote atoms (see Goodman, L.; Sauers, R. R. J. Comput. Chem. 2007, 28, 269-275). Preliminary tests using several different of the example molecules showed slightly lower occupation of d-orbitals upon removal of diffuse functions from basis sets employed in this study. Despite this, the calculated E(2) values appear relatively independent of whether diffuse functions are employed.
  • 93
    • 35648941923 scopus 로고    scopus 로고
    • Deletion analysis involves deletion of the off-diagonal element describing the interaction between the relevant orbitals, followed by a single-pass (SCF) energy re-evaluation. The difference between the original and re-evaluated energies, Edel, provides an estimate of the stabilization energy afforded to the structure by the relevant orbital interaction. There is general agreement between E(2) and E del values when single orbital interactions are being evaluated. However, when the effects of multiple derealization interactions are under simultaneous investigation, as they are here, E(2) and E del values may not display adequate agreement. Because of higher-order coupling effects, summation of E(2) values for each individual orbital interaction may not necessarily correspond to an Edel value calculated by simultaneous deletion of several interaction elements. Consequently, for the sake of consis
    • del value calculated by simultaneous deletion of several interaction elements. Consequently, for the sake of consistency only E(2) values are presented here.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.