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Nuclear magnetic resonance spectroscopy. Carbon-13 spectra of some cyclic alkynes, allenes, and alkenes

Cite this: J. Org. Chem. 1973, 38, 15, 2644–2650
Publication Date (Print):July 1, 1973
https://doi.org/10.1021/jo00955a015
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    This article is cited by 27 publications.

    1. Gaojie Hu, Kai Liu and Lawrence J. Williams. The Brosimum Allene: A Structural Revision. Organic Letters 2008, 10 (23) , 5493-5496. https://doi.org/10.1021/ol802338z
    2. John R. Wasson and David R. Lorenz. Nuclear magnetic resonance spectroscopy. Analytical Chemistry 1976, 48 (5) , 246-261. https://doi.org/10.1021/ac60369a015
    3. Henning Hopf, Georgios Markopoulos. The chemistry of bisallenes. Beilstein Journal of Organic Chemistry 2012, 8 , 1936-1998. https://doi.org/10.3762/bjoc.8.225
    4. H.-O. Kalinowski, M. Kumar, V. Gupta, R. Gupta. Nuclear magnetic resonance data of C14H20. 2010, 2920-2920. https://doi.org/10.1007/978-3-540-45285-0_2882
    5. H.-O. Kalinowski, M. Kumar, V. Gupta, R. Gupta. Nuclear magnetic resonance data of C16H16. 2010, 3137-3137. https://doi.org/10.1007/978-3-540-45285-0_3099
    6. H.-O. Kalinowski, M. Kumar, V. Gupta, R. Gupta. Nuclear magnetic resonance data of C9H14. 2010, 1952-1952. https://doi.org/10.1007/978-3-540-45285-0_1916
    7. H.-O. Kalinowski, M. Kumar, V. Gupta, R. Gupta. Nuclear magnetic resonance data of C13H22. 2010, 2815-2815. https://doi.org/10.1007/978-3-540-45285-0_2777
    8. H.-O. Kalinowski, M. Kumar, V. Gupta, R. Gupta. Nuclear magnetic resonance data of C14H12. 2010, 2857-2857. https://doi.org/10.1007/978-3-540-45285-0_2819
    9. Arun K. Ghosh, Perali Ramu Sridhar, Sofiya Leshchenko, Azhar K. Hussain, Jianfeng Li, Andrey Yu. Kovalevsky, D. Eric Walters, Joseph E. Wedekind, Valerie Grum-Tokars, Debananda Das, Yasuhiro Koh, Kenji Maeda, Hiroyuki Gatanaga, Irene T. Weber, Hiroaki Mitsuya. Structure-Based Design of Novel HIV-1 Protease Inhibitors To Combat Drug Resistance. Journal of Medicinal Chemistry 2006, 49 (17) , 5252-5261. https://doi.org/10.1021/jm060561m
    10. C. Le Bret. A General 13 C NMR Spectrum Predictor Using Data Mining Techniques. SAR and QSAR in Environmental Research 2000, 11 (3-4) , 211-234. https://doi.org/10.1080/10629360008033232
    11. Heiner Detert, Herbert Meier. Chemical and Spectroscopical Properties of Medium Sized trans ‐ and cis ‐Bicyclo[ n .1.0]alk‐2‐ynes. Liebigs Annalen 1997, 1997 (7) , 1565-1570. https://doi.org/10.1002/jlac.199719970737
    12. R. P. Gandhi, M. P. S. Ishar. Carbon‐13 NMR spectral investigations on allenic esters: Rationalization of carbon‐13 NMR chemical shifts and relaxation times ( T 1 ). Magnetic Resonance in Chemistry 1991, 29 (7) , 671-674. https://doi.org/10.1002/mrc.1260290706
    13. K. C. Majumdar, R. N. De, B. K. Sen, A. Banerji, A. K. Mitra. Carbon-13 NMR spectra of 1,6-bis derivatives of hexa-2,4-diynes. Magnetic Resonance in Chemistry 1988, 26 (7) , 626-628. https://doi.org/10.1002/mrc.1260260720
    14. Helmut Duddeck. Substituent Effects on 13 C Chemical Shifts in Aliphatic Molecular Systems. Dependence on Constitution and Stereochemistry. 1986, 219-324. https://doi.org/10.1002/9780470147252.ch4
    15. Miquel Pons, Carmen Villaverde, Dennis Chapman. A 13C-NMR study of 10,12-tricosadiynoic acid and the corresponding phospholipid and phospholipid polymer. Biochimica et Biophysica Acta (BBA) - Biomembranes 1983, 730 (2) , 306-312. https://doi.org/10.1016/0005-2736(83)90347-4
    16. M. Traetteberg, P. Bakken, A. Almenningen. The molecular structure and conformation of 1,2-cyclononadiene. Journal of Molecular Structure 1981, 70 , 287-295. https://doi.org/10.1016/0022-2860(81)80114-7
    17. Wolfgang Runge. Substituent Effects in Allenes and Cumulenes. 1981, 315-484. https://doi.org/10.1002/9780470171929.ch5
    18. Dieter Seebach, Herbert Siegel, Klaus Müllen, Kurt Hiltbrunner. Direkte13C-NMR-spektroskopische Beobachtung von Cyclopropyliden-Bromlithiumcarbenoiden. Angewandte Chemie 1979, 91 (10) , 844-845. https://doi.org/10.1002/ange.19790911014
    19. Dieter Seebach, Herbert Siegel, Klaus Müllen, Kurt Hiltbrunner. Direct 13 C-NMR Spectroscopic Observation of Cyclopropylidene Bromolithiocarbenoids. Angewandte Chemie International Edition in English 1979, 18 (10) , 784-785. https://doi.org/10.1002/anie.197907841
    20. Lory B. Littlefield, Louis D. Quin. Comparison of steric effects on31P chemical shifts in some 7-norbornyl, 7-norbornenyl and cyclohexyl phosphorus compounds. Organic Magnetic Resonance 1979, 12 (4) , 199-201. https://doi.org/10.1002/mrc.1270120405
    21. D. F. Ewing. Correlation of nmr Chemical Shifts with Hammett σ Values and Analogous Parameters. 1978, 357-396. https://doi.org/10.1007/978-1-4615-8831-3_8
    22. Kunisuke Fukui, Tateo Nomoto, Shin’ichi Nakatsuji, Shuzo Akiyama, Masazumi Nakagawa. Dehydroannulenes. VII. Synthesis of 3,7,10,14-Tetrasubstituted 1,8-Bisdehydro[14]annulenes. Bulletin of the Chemical Society of Japan 1977, 50 (10) , 2758-2761. https://doi.org/10.1246/bcsj.50.2758
    23. Gottfried Schill, Enno Logemann, Hans Fritz. Synthese und 13 C‐NMR‐Spektren hochgliedriger Cycloalkadiine. Chemische Berichte 1976, 109 (2) , 497-502. https://doi.org/10.1002/cber.19761090213
    24. W. Runge, J. Firl. Molekülstruktur von Allenen und Ketenen V [1] Experimentelle Prüfung von Näherungsansätzen zur semiempirischen Berechnung 13C-chemischer Verschiebungen von Allenen. Berichte der Bunsengesellschaft für physikalische Chemie 1975, 79 (10) , 913-922. https://doi.org/10.1002/bbpc.19750791015
    25. Takahiro Kaneda, Taichi Inoue, Yoshitaka Yasufuku, Soichi Misumi. Ring-current effects on carbon-13 chemical shifts of SP-hybridized carbons in cyclophadiynes. Tetrahedron Letters 1975, 16 (19-20) , 1543-1544. https://doi.org/10.1016/S0040-4039(00)72192-7
    26. Shin'ichi Nakatsuji, Masazumi Nakagawa. 3,9,14,20-Tetra-t-butyl-1,10,12-trisdehydro[20]annulene. A paratropic 20π-electron system. Tetrahedron Letters 1975, 16 (45) , 3927-3930. https://doi.org/10.1016/S0040-4039(00)91256-5
    27. C. CHARRIER, D. E. DORMAN, J. D. ROBERTS. ChemInform Abstract: NUCLEAR MAGNETIC RESONANCE SPEKTROSCOPY, THE CARBON-13 SPECTRA OF SOME CYCLIC ALKYNES, ALLENES, AND ALKENES. Chemischer Informationsdienst 1973, 4 (45) , no-no. https://doi.org/10.1002/chin.197345084

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