Comparison of different theory models and basis sets in the calculation of 13C NMR chemical shifts of natural products

Magnetic Resonance in Chemistry

Volumn 42, Issue SPL.ISS.1, 2004, Pages

  Cimino, Paola ^a   Gomez Paloma, Luigi ^a   Duca, Dario ^b   Riccio, Raffaele ^a   Bifulco, Giuseppe ^a  

^a UNIVERSITY OF SALERNO   (Italy)

^b UNIVERSITY OF PALERMO   (Italy)

Author keywords

Ab initio calculations; Density functional theory; GIAO; Natural products; NMR; Structure elucidation

Indexed keywords

CHEMICAL SHIFT; GEOMETRY; QUANTUM CHEMISTRY;

AB INITIO CALCULATIONS; BASIS SETS; DENSITY-FUNCTIONAL-THEORY; GEOMETRY OPTIMIZATION; GIAO; MODEL SET; NATURAL PRODUCTS; NMR CHEMICAL SHIFTS; STRUCTURE ELUCIDATION; THEORY MODEL;

DENSITY FUNCTIONAL THEORY;

BIOLOGICAL PRODUCT;

ARTICLE; CHEMICAL MODEL; CHEMISTRY; COMPARATIVE STUDY; COMPUTER PROGRAM; FACTUAL DATABASE; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; QUANTUM THEORY; STATISTICAL ANALYSIS;

BIOLOGICAL PRODUCTS; DATA INTERPRETATION, STATISTICAL; DATABASES, FACTUAL; MAGNETIC RESONANCE SPECTROSCOPY; MODELS, CHEMICAL; QUANTUM THEORY; SOFTWARE;

EID: 9644286821     PISSN: 07491581     EISSN: 1097458X     Source Type: Journal    
DOI: 10.1002/mrc.1410     Document Type: Article

References (43)

1. De Dios A C J. Prog. Nucl. Magn. Reson. Spectrosc. 1996;29:229.
2. Helgaker T, Jaszunski M, Ruud K. Chem. Rev. 1999;99:293.
3. Prakash G K S, Rasul G, Burrichter A, Laali KK, Olah GA. J. Org. Chem. 1996;61:9253.
4. Haw JF, Nicholas JB, Song W, Deng F, Wang Z, Xu T, Heneghan CS. J. Am. Chem. Soc. 2000;122:4763.
5. Olah GA, Rasul G, Heiliger L, Prakash G K S. J. Am. Chem. Soc. 1996;118:3580.
6. Christe KO, Zhang X, Bau R, Hegge J, Olah GA, Prakash G K S, Sheehy JA. J. Am. Chem. Soc. 2000;122:481.
7. Simion DV, Sorensen TS. J. Am. Chem. Soc. 1996;118:7345.
8. Stegmann R, Frenking G. Can. J. Chem. 1996;74:801.
9. Rak J, Skurski P, Gutowski M, Jozwiak L, Blazejowski J. J. Phys. Chem. A 1997;101:283.
10. Kleinpeter E, Koch A. J. Phys. Org. Chem. 2001;14:566.
11. Stahl M, Schopfer U, Frenking G, Hoffmann RW. Mol. Phys. 1997;92:569.
12. Sebag AB, Forsyth DA, Plante MA. J. Org. Chem. 2001;66:7967.
13. Forsyth DA, Sebag AB. J. Am. Chem. Soc. 1997;119:9483.
14. Barone G, Gomez-Paloma L, Duca D, Silvestri A, Riccio R, Bifulco G. Chem. Eur. J. 2002;8:3233.
15. Barone G, Duca D, Silvestri A, Gomez-Paloma L, Riccio R, Bifulco G. Chem. Eur. J. 2002;8:3240.
16. Ditchfield R. J. Chem. Phys. 1972;56:5688.
17. Wolinski K, Hinton JF, Pulay P. J. Am. Chem. Soc. 1990;112:8251.
18. Cheeseman JR, Trucks GW, Keith TA, Frisch MJ. J. Chem. Phys. 1996;104:5497.
19. Friesner RA, Murphy RB, Beachy MD, Ringnalda MN, Pollard W, Thomas; Dunietz BD, Cao Y. J. Phys. Chem. A 1999;103:1913.
20. Rul̀isek L, Havlas Z. Int. J. Quantum Chem. 2003;91:504.
21. Ziegler T. Density Funct. Methods Chem. Mater. Sci. 1997;69.
22. Koch R, Wiedel B, Wentrup C. J. Chem. Soc., Perkin Trans. 2 1997;1851.
23. Olah GA, Burrichter A, Rasul G, Gnann R, Christe KO, Prakash G K S. J. Am. Chem. Soc. 1997;119:8035.
24. Wiberg KB. J. Comput. Chem. 1999;20:1299.
25. Bagno A. Chem. Eur. J. 2001;7:1652.
26. Becke AD. J. Chem. Phys. 1993;98:5648.
27. Adamo C, Barone V. J. Chem. Phys. 1998;108:664.
28. Breitmeier E, Voelter W. Carbon-13 NMR Spectroscopy. VCH: New York, 1990.
29. Bringmann G, Schlauer J, Rischer H, Wohlfarth M, Muehlbacher J, Buske A, Porzel A, Schmidt J, Adam G. Tetrahedron 2000;56:3691.
30. El-Feraly FS, Chan YM, Benigni DA. Phytochemistry 1979;18:881.
31. Ditchfield R, Hehre WJ, Pople JA. J. Chem. Phys. 1971;54:724.
32. Hehre WJ, Ditchfield R, Pople JA. J. Chem. Phys. 1972;56:2257.
33. Krishnan R, Frisch MJ, Pople JA. J. Chem. Phys. 1980;72:4244.
34. Krishnan R, Binkley JS, Seeger R, Pople JA. J. Chem. Phys. 1980;72:650.
35. Swalina CW, Zauhar RJ, De Grazia MJ, Moyna G. J. Biomol. NMR 2001;21:49.
36. Gauss J, Stanton JF. Adv. Chem. Phys. 2002;123:355.
37. Oldfield E. Annu. Rev. Phys. Chem. 2002;53:349.
38. Rossikhin VV, Okovytyy SI, Kasyan LI, Voronkov E, Umrikhina LK, Leszczynski J. J. Phys. Chem. A 2002;106:4176.
39. Buske A, Busemann S, Muehlbacher J, Schmidt J, Porzel A, Bringmann G, Adam G. Tetrahedron 1999;55:1079.
40. Duca D, Bifulco G, Barone G, Casapullo A, Fontana A. J. Chem. Inf. Comput. Sci. 2004;44:1024.
41. Frisch MJ, Trucks GW, Schlegel HB, Scuseria GE, Robb MA, Cheeseman JR, Zakrzewski VG, Montgomery JA, Stratmann RE, Burant JC, Dapprich S, Millam JM, Daniels AD, Kudin KN, Strain MC, Farkas O, Tomasi J, Barone V, Cossi M, Cammi R, Mennucci B, Pomelli C, Adamo C, Clifford S, Ochterski J, Peterson GA, Ayala PY, Cui Q, Morokuma K, Malick DK, Rabuk AD, Raghavachari K, Foresman JB, Cioslowski J, Ortiz JV, Stefanov BB, Liu G, Liashenko A, Piskorz P, Komaromi I, Gomperts R, Martin RL, Fox DJ, Keith T, Al-Laham MA, Peng CY, Nanayakkara A, Gonzalez C, Challacombe M, Gill P M V, Johnson BG, Chen W, Won MW, Andreas JL, Head-Gordon M, Replogle ES, Pople JA. Gaussian 98, Revision A.8. Gaussian: Pittsburgh, PA, 1998.
42. Ditchfield R. Mol. Phys. 1974;27:789.
43. Rohlfing CM, Allen LC, Ditchfield R. Chem. Phys. 1984;87:9.