Axial and equatorial cyclohexylacyl and tetrahydropyranyl-2-acyl radicals. An experimental and theoretical study

Organic Letters

Volumn 6, Issue 23, 2004, Pages 4319-4322

  DiLabio, Gino A ^b   Ingold, Keith U ^b   Roydhouse, Mark D ^a   Walton, John C ^a  

^a UNIVERSITY OF ST ANDREWS   (United Kingdom)

^b NATIONAL RESEARCH COUNCIL CANADA   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

PYRAN DERIVATIVE;

ARTICLE; ATOMIC PARTICLE; ELECTRON SPIN RESONANCE; HYDROGEN BOND; MATHEMATICAL COMPUTING; THEORETICAL STUDY;

EID: 9444277149     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0481683     Document Type: Article

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21. 9b i.e., within the line width, so that a singlet or doublet was anticipated.
22. 12
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26. That is, the rotational potential about the dihedral angle O=CαCβCγ for both plots showed some minor minima in the -200 to -300° range (see the Supporting Information).
27. See the Supporting Information for the averaging method.
28. In both cases these are the H-atoms with all-trans (W-plan) arrangements of bonds with respect to the radical centre, see: (a) Ellinger, Y.; Rassat, A.; Subra, R.; Berthier, G. J. Am. Chem. Soc. 1973, 95, 2372. (b) Ellinger, Y.; Subra, R.; Levy, B.; Millie, P.; Berthier, G. J. Chem. Phys. 1975, 62, 10. (c) Ingold, K. U.; Nonhebel, D. C.; Walton, J. C. J. Phys. Chem. 1986, 90, 2859.
29. In both cases these are the H-atoms with all-trans (W-plan) arrangements of bonds with respect to the radical centre, see: (a) Ellinger, Y.; Rassat, A.; Subra, R.; Berthier, G. J. Am. Chem. Soc. 1973, 95, 2372. (b) Ellinger, Y.; Subra, R.; Levy, B.; Millie, P.; Berthier, G. J. Chem. Phys. 1975, 62, 10. (c) Ingold, K. U.; Nonhebel, D. C.; Walton, J. C. J. Phys. Chem. 1986, 90, 2859.
30. In both cases these are the H-atoms with all-trans (W-plan) arrangements of bonds with respect to the radical centre, see: (a) Ellinger, Y.; Rassat, A.; Subra, R.; Berthier, G. J. Am. Chem. Soc. 1973, 95, 2372. (b) Ellinger, Y.; Subra, R.; Levy, B.; Millie, P.; Berthier, G. J. Chem. Phys. 1975, 62, 10. (c) Ingold, K. U.; Nonhebel, D. C.; Walton, J. C. J. Phys. Chem. 1986, 90, 2859.
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