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There are, however, no examples of C(8) purinyl carboxamides where C(2) is substituted with an NR R group.
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There are, however, no examples of C(8) purinyl carboxamides where C(2) is substituted with an NR R group.
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123
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67849121207
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The putative acid formed upon hydrolysis of la readily decarboxylates at room temperature in solution or the solid state; the process can be observed by TLC and 1H NMR
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1H NMR.
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124
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84869578095
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3, THF, rt). The overall yield for the two-step process was a lower 23%.
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3, THF, rt). The overall yield for the two-step process was a lower 23%.
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125
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84869583145
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A comparison of the bond lengths tor 1e, 1f, 2f, 3f, and 2-AP is presented in Table S2 (Supporting Information). The values agree within ∼0.05 Å.
-
A comparison of the bond lengths tor 1e, 1f, 2f, 3f, and 2-AP is presented in Table S2 (Supporting Information). The values agree within ∼0.05 Å.
-
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126
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84869563047
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3; poor solubility at high concentrations (e.g., 10 mM) has prevented a more detailed analysis.
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3; poor solubility at high concentrations (e.g., 10 mM) has prevented a more detailed analysis.
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29844458003
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The optical behavior of the purines is relatively insensitive to the N(9) substituent. See refs 20 and 14o.
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The optical behavior of the purines is relatively insensitive to the N(9) substituent. See refs 20 and 14o.
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84869582969
-
-
Not discussed here is the n → π* (S0 → S2) transition that is weak and found at an intermediate energy. See ref 14 for details
-
2) transition that is weak and found at an intermediate energy. See ref 14 for details.
-
-
-
-
141
-
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0027748327
-
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Anstead, G. M.; Carlson, K. E.; Kym, P. R.; Hwang, K.-J.; Katzenellenbogen, J. A. Phptochem. Photobiol. 1993, 58, 785-794.
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142
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0036131028
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Balu, N.; Gamcsik, M. P.; Colvin, M. E.; Colvin, O. M.; Dolan, M. E.; Ludeman, S. M. Chem. Res. Toxicol. 2002, 15, 380-387.
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Balu, N.1
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Colvin, O.M.4
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-
144
-
-
0030841044
-
-
Even when a dimethylamino group is at C(6): Albinsson, B. J. Am. Chem. Soc 1997, 119, 6369-6375.
-
Even when a dimethylamino group is at C(6): Albinsson, B. J. Am. Chem. Soc 1997, 119, 6369-6375.
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-
-
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147
-
-
0942299119
-
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(b) Katritzky, A. R.; Fara, D. C.; Yang, H.; Tämm, K.; Tamm, T.; Karelson, M. Chem. Rev. 2004, 104, 175-198.
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148
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0004177513
-
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The Royal Society of Chemistry: Cambridge
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(c) Suppan, P.; Ghoneim, N. Solvatochromism; The Royal Society of Chemistry: Cambridge, 1997.
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(1997)
Solvatochromism
-
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Suppan, P.1
Ghoneim, N.2
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149
-
-
67849086622
-
-
Specific H-bonding interactions may (ref 14o) or may not (refs 14b and 141) significantly influence 2-AP specfial shifts.
-
Specific H-bonding interactions may (ref 14o) or may not (refs 14b and 141) significantly influence 2-AP specfial shifts.
-
-
-
-
150
-
-
38649099999
-
-
Mannekutla, J. R.; Mulimani, B. G.; Inamdar, S. R. Spectrochim. Acta, Part A 2008, 69, 419-426.
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15144349337
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0000667455
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(b) Ravi, M.; Samanta, A.; Radhakrishnan, T. P. J. Phys. Chem. 1994, 98, 9133-9136.
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84986533814
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(a) Wong, M. W.; Wiberg, K. B.; Frisch, M. J. J. Comput. Chem. 1995, 16, 385-394.
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0542382495
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(c) Wong, M. W.; Frisch, M. J.; Wiberg, K. B. J. Am. Chem. Soc. 1991, 113, 4776-4782.
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158
-
-
84869582955
-
-
Available free from
-
Available free from http://accelrys.com.
-
-
-
-
159
-
-
84869578072
-
-
Similar values (within 0.1 Å) come from an alternative equation that does not scale the calculated by 1.33, but rather adds 0.5 A to the final value of a.
-
Similar values (within 0.1 Å) come from an alternative equation that does not scale the calculated volume by 1.33, but rather adds 0.5 A to the final value of a.
-
-
-
-
161
-
-
0001103418
-
-
(b) Gryczyński, I.; Kawski, A. Bull. Acad. Pol. Sci., Ser. Sci., Math., Astron. Phys. 1977, 25, 1189-1196.
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0035969959
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(b) Kawski, A.; Bartoszewicz, B.; Gryczynski, I.; Krajewski, M. Bull. Acad. Pol. Sci., Ser. Sci., Math., Astron. Phys. 1975, 23, 367-372.
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Kawski, A.1
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164
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67849099020
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Frisch, M. J. T., et al. Gaussian, Inc.: Wallingford, CT, 2004.
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Frisch, M. J. T., et al. Gaussian, Inc.: Wallingford, CT, 2004.
-
-
-
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165
-
-
0033963034
-
-
Available from www.cmbi.ru.nl/molden/molden.html (see Schaftenaar, G. N., J. H. J. Comput.-Aided Mol. Design 2000, 14, 123-134).
-
Available from www.cmbi.ru.nl/molden/molden.html (see Schaftenaar, G. N., J. H. J. Comput.-Aided Mol. Design 2000, 14, 123-134).
-
-
-
-
166
-
-
67849103497
-
-
Data will be reported separately
-
Data will be reported separately.
-
-
-
-
168
-
-
14244253595
-
-
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(b) Haaima, G.; Hansen, H. F.; Christensen, L.; Dahl, O.; Nielsen, P. E. Nucleic Acids Res. 1997, 25, 4639-4643.
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0002458550
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(c) Gaffney, B. L.; Marky, L. A.; Jones, R. A. Tetrahedron 1984, 40, 3-13.
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