Structural elucidation of a photocycloaddition dimer of cyclohexenone

Analytical Sciences

Volumn 15, Issue 9, 1999, Pages 895-897

  Cecil, Jamey C ^a   Dyer, Carrie W ^a   Fleming, Steven A ^a   Jessop, Theodore C ^a  

^a Brigham Young University   (United States)

Author keywords

Cyclobutane analysis; Lanthanide shift reagent; Photocycloaddition

Indexed keywords

CYCLOBUTANES; PHOTOCYCLOADDITION; SHIFT REAGENTS; STRUCTURAL ELUCIDATION;

KETONES;

CYCLOHEXANONE;

ANALYTIC METHOD; DIMERIZATION; MOLECULAR INTERACTION; NOTE; NUCLEAR MAGNETIC RESONANCE; PHOTOCHEMISTRY; REACTION ANALYSIS; STRUCTURE ANALYSIS;

EID: 0033389583     PISSN: 09106340     EISSN: None     Source Type: Journal    
DOI: 10.2116/analsci.15.895     Document Type: Note

References (13)

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2. b) E. Y. Y. Lam, D. Valentine and G. S. Hammond, J. Am. Chem. Soc., 89, 3482 (1967);
3. c) P. J. Wagner and D. J. Bucheck, J. Am. Chem. Soc., 91, 5090 (1969);
4. d) M. A. Fox, R. Cardona and A. C. Ranade, J. Org. Chem., 50, 5016 (1985).
5. W. Harm, "Biological Effects of Ultraviolet Radiation", Cambridge Press, Cambridge, 1980.
6. J. C. Cecil, S. A. Fleming and J. A. Hatten, 216th National ACS Meeting, Boston, August 1998, PHYS #456.
7. C. C. Hinckley, J. Am. Chem. Soc., 91, 5160 (1969).
8. For example see: a) R. J. Abraham, S. Angioloni, M. Edgar and F. Sancassan, J. Chem. Soc., Perkin Trans. 2, 41 (1997); b) S. A. Fleming and R. W. Jones, J. Het. Chem., 27, 1167 (1990).
9. For example see: a) R. J. Abraham, S. Angioloni, M. Edgar and F. Sancassan, J. Chem. Soc., Perkin Trans. 2, 41 (1997); b) S. A. Fleming and R. W. Jones, J. Het. Chem., 27, 1167 (1990).
10. J. C. Cecil, N. K. Dalley and S. A. Fleming, unpublished results.
11. The head-to-tail isomer has this C-l/C-2 hydrogen as a triplet in the proton NMR.
12. Calculations were performed using Spartan, a product of Wavefunction, Inc.
13. K. Kline, R. E. Sievers, Manchem. Acta, 10, 54 (1977).