Homo- and methano[60]fullerenes with chiral attached moieties--1H and 13C NMR chemical shift assignments and diastereotopicity effects.
作者： Leonard M. Khalilov , Arthur R. Tulyabaev , Airat R. Tuktarov
DOI: 10.1002/MRC.2809
关键词:
摘要: 1H and 13C NMR chemical shift predictions of homo- methano[60]fullerenes containing chiral centers in attached fragment were made using the two-dimensional technique (HH COSY, 1H–13C HSQC HMBC) quantum chemistry GIAO calculation method PBE/3ζ approach. The influence a substituent on shifts diastereotopic fullerene carbons was estimated by comparing calculated experimental spectra. resonances α-, β- δ-positions relative to position exhibit greatest splitting. Copyright © 2011 John Wiley & Sons, Ltd.
sci-hub.se 参考文章(37)
Joel M. Hawkins, Axel Meyer, Mitch Nambu, Asymmetric bisosmylation of fullerene C60: novel chiral .pi.-systems Journal of the American Chemical Society. ,vol. 115, pp. 9844- 9845 ,(1993) , 10.1021/JA00074A079
Z.-F. Chen, F. Hauke, A. Hirsch, Complete Assignment of All 13C NMR Signals of Cs Symmetric Monoazafullerene Derivatives by Comparison of Experimental and Calculated Spectra Polish Journal of Chemistry. ,vol. 81, pp. 971- 983 ,(2007)
W. H. Powell, F. Cozzi, G. P. Moss, C. Thilgen, R. J.-R. Hwu, A. Yerin, Nomenclature for the C 60 - I h and C 70 - D 5h(6) fullerenes (IUPAC Recommendations 2002) Pure and Applied Chemistry. ,vol. 74, pp. 629- 695 ,(2002) , 10.1351/PAC200274040629
Joel M. Hawkins, Osmylation of C60: proof and characterization of the soccer-ball framework Accounts of Chemical Research. ,vol. 25, pp. 150- 156 ,(1992) , 10.1021/AR00015A008
Alsu Balandina, Alexei Kalinin, Vakhid Mamedov, Bruno Figadère, Shamil Latypov, Structure-NMR chemical shift relationships for novel functionalized derivatives of quinoxalines. Magnetic Resonance in Chemistry. ,vol. 43, pp. 816- 828 ,(2005) , 10.1002/MRC.1612
Carlo Thilgen, Andreas Herrmann, Fran�ois Diederich, Configurational Description of Chiral Fullerenes and Fullerene Derivatives with a Chiral Functionalization Pattern Helvetica Chimica Acta. ,vol. 80, pp. 183- 199 ,(1997) , 10.1002/HLCA.19970800117
John P. Perdew, Kieron Burke, Matthias Ernzerhof, Generalized Gradient Approximation Made Simple Physical Review Letters. ,vol. 77, pp. 3865- 3868 ,(1996) , 10.1103/PHYSREVLETT.77.3865
Masanori Kawasumi, Takayuki Ishida, Takashi Nogami, Synthesis and Characterization of Dialkyl-C61+ Fullerene Science and Technology. ,vol. 4, pp. 357- 367 ,(1996) , 10.1080/10641229608001556
Maurizio Prato, Alberto Bianco, Michele Maggini, Gianfranco Scorrano, Claudio Toniolo, Fred Wudl, Synthesis and characterization of the first fullerene-peptide Journal of Organic Chemistry. ,vol. 58, pp. 5578- 5580 ,(1993) , 10.1021/JO00073A004
Amos B. Smith, Robert M. Strongin, Laurent Brard, George T. Furst, William J. Romanow, Kevin G. Owens, Robert J. Goldschmidt, Richard C. King, Synthesis of Prototypical Fullerene Cyclopropanes and Annulenes. Isomer Differentiation via NMR and UV Spectroscopy Journal of the American Chemical Society. ,vol. 117, pp. 5492- 5502 ,(1995) , 10.1021/JA00125A009