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Volumn 73, Issue 23, 2008, Pages 9259-9269

77Se NMR chemical shifts of 9-(arylselanyl)triprycenes: New standard for planar structures of ArSeR and applications to determine the structures in solutions

Author keywords

[No Author keywords available]

Indexed keywords

CHEMICAL REACTIONS; NAPHTHALENE; NUCLEAR MAGNETIC RESONANCE; POLYCYCLIC AROMATIC HYDROCARBONS; STANDARDS;

EID: 57449098200     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo801786j     Document Type: Article
Times cited : (10)

References (48)
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    • The importance of relative conformations between substituents and probe sites in the substituent effects is pointed out. See for example: Bordwen, K.; Grubbs, E. J. Angular Dependence of Dipolar Substituent Effects. In Progress in Physical Organic Chemistry; Taft, R. W., Ed.; John Wiley & Sons: New York, 1993; 19, pp 183-224. See also references cited therein.
    • The importance of relative conformations between substituents and probe sites in the substituent effects is pointed out. See for example: Bordwen, K.; Grubbs, E. J. Angular Dependence of Dipolar Substituent Effects. In Progress in Physical Organic Chemistry; Taft, R. W., Ed.; John Wiley & Sons: New York, 1993; Vol. 19, pp 183-224. See also references cited therein.
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    • 1H NMR spectroscopy for 1, together with the structures, will be reported elsewhere.
    • 1H NMR spectroscopy for 1, together with the structures, will be reported elsewhere.
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    • The temperature dependence of δ(Se) of MeSeMe is reported to be ca. 2.5 ppm over the temperature range of 222-323 K with a 60% chloroform solution. See: Luthra, N. P.; Dunlap, R. B.; Odom, J. D. J. Magn. Reson. 1983, 52, 318-322. In our case, δ(Se) of MeSeMe shifts downfield by 5.6 ppm for a 10% chloroform solution, relative to the frequency of the spectrometer, when the temperature changes from 213 to 333 K. The results show that the temperature dependence of 1a is about 1.5 times of that of MeSeMe. The temperature dependence of δ(Se) of 1j is comparable to that of MeSeMe.
    • The temperature dependence of δ(Se) of MeSeMe is reported to be ca. 2.5 ppm over the temperature range of 222-323 K with a 60% chloroform solution. See: Luthra, N. P.; Dunlap, R. B.; Odom, J. D. J. Magn. Reson. 1983, 52, 318-322. In our case, δ(Se) of MeSeMe shifts downfield by 5.6 ppm for a 10% chloroform solution, relative to the frequency of the spectrometer, when the temperature changes from 213 to 333 K. The results show that the temperature dependence of 1a is about 1.5 times of that of MeSeMe. The temperature dependence of δ(Se) of 1j is comparable to that of MeSeMe.
  • 44
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    • 2) move downfield by 6.7 and 1.6 ppm, respectively, relative to MeSeMe, when the temperature changes from 213 to 333 K.
    • 2) move downfield by 6.7 and 1.6 ppm, respectively, relative to MeSeMe, when the temperature changes from 213 to 333 K.


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