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Volumn 88, Issue 7, 2005, Pages 1702-1710

Activation energies and reaction energetics for 1,3-dipolar cycloadditions of hydrazoic acid with C-C and C-N multiple bonds from high-accuracy and density functional quantum mechanical calculations

(3) Jones, Gavin O a Ess, Daniel H a Houk, Kendall N a

a UNIVERSITY OF CALIFORNIA (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ACETYLENE; ACTIVATION ENERGY; CALCULATIONS; ENTHALPY; ETHYLENE; QUANTUM THEORY; REACTION KINETICS;

FORMALDIMINE; HYDRAZOIC ACID; REACTION ENTHALPY;

ORGANIC ACIDS;

ACETYLENE; AROMATIC COMPOUND; ETHYLENE; FORMALDIMINE; HYDROGEN AZIDE; IMINE; NITROGEN DERIVATIVE; TRIAZOLINE DERIVATIVE; UNCLASSIFIED DRUG;

ACCURACY; ARTICLE; CHEMICAL BOND; CYCLOADDITION; DENSITY FUNCTIONAL THEORY; DIPOLE; ENERGY; ENTHALPY; PRIORITY JOURNAL; QUANTUM MECHANICS; REACTION ANALYSIS;

EID: 23044431624 PISSN: 0018019X EISSN: None Source Type: Journal
DOI: 10.1002/hlca.200590134 Document Type: Article

Times cited : (26)

References (52)

1
- 0002490493
- Ed. A. Padwa, John Wiley & Sons, New York
- R. Huisgen, in '1,3-Dipolar Cycloaddition Chemistry', Ed. A. Padwa, John Wiley & Sons, New York, 1984, Vol. 1, p. 1.
- (1984) 1,3-Dipolar Cycloaddition Chemistry , vol.1 , pp. 1
- Huisgen, R.¹

2
- 0001288931
- R. Huisgen, Angew. Chem., Int. Ed. 1963, 2, 565;
- (1963) Angew. Chem., Int. Ed. , vol.2 , pp. 565
- Huisgen, R.¹

3
- 0000299952
- R. Huisgen, Angew. Chem., Int. Ed. 1963, 2, 633;
- (1963) Angew. Chem., Int. Ed. , vol.2 , pp. 633
- Huisgen, R.¹

4
- 0001261209
- R. Huisgen, Angew. Chem. 1963, 75, 741.
- (1963) Angew. Chem. , vol.75 , pp. 741
- Huisgen, R.¹

5
- 0000017437
- R. Huisgen, H. Blaschke, Chem. Ber. 1965, 98, 2985;
- (1965) Chem. Ber. , vol.98 , pp. 2985
- Huisgen, R.¹ Blaschke, H.²

6
- 84945104463
- R. Huisgen, R. Knorr, L. Moebius, G. Szeimies, Chem. Ber. 1965, 98, 4014;
- (1965) Chem. Ber. , vol.98 , pp. 4014
- Huisgen, R.¹ Knorr, R.² Moebius, L.³ Szeimies, G.⁴

7
- 84932163957
- R. Huisgen, H. Blaschke. Liebigs Ann. Chem. 1965, 686, 145;
- (1965) Liebigs Ann. Chem. , vol.686 , pp. 145
- Huisgen, R.¹ Blaschke, H.²

8
- 84981452695
- R. Huisgen, G. Szeimies, L. Moebius, Chem. Ber. 1967, 100, 2494;
- (1967) Chem. Ber. , vol.100 , pp. 2494
- Huisgen, R.¹ Szeimies, G.² Moebius, L.³

9
- 84980265161
- R. Huisgen, G. Szeimies, L. Moebius, Chem. Ber. 1966, 99, 475;
- (1966) Chem. Ber. , vol.99 , pp. 475
- Huisgen, R.¹ Szeimies, G.² Moebius, L.³

10
- 0001716552
- R. Huisgen, K. von Fraunberg, H. J. Sturm, Tetrahedron Lett. 1969, 2589;
- (1969) Tetrahedron Lett. , pp. 2589
- Huisgen, R.¹ Von Fraunberg, K.² Sturm, H.J.³

11
- 84943999252
- R. Huisgen, Pure Appl. Chem. 1989, 61, 613.
- (1989) Pure Appl. Chem. , vol.61 , pp. 613
- Huisgen, R.¹

12
- 0001231433
- Ed. A. Padwa, John Wiley & Sons, New York, Chapt. 5
- W. Lwowski, in '1,3-Dipolar Cycloaddition Chemistry', Ed. A. Padwa, John Wiley & Sons, New York, 1984, Vol. 1, Chapt. 5.
- (1984) 1,3-Dipolar Cycloaddition Chemistry , vol.1
- Lwowski, W.¹

13
- 0000096835
- H. C. Kolb, M. G. Finn, K. B. Sharpless, Angew. Chem., Int. Ed. 2001, 40, 2004.
- (2001) Angew. Chem., Int. Ed. , vol.40 , pp. 2004
- Kolb, H.C.¹ Finn, M.G.² Sharpless, K.B.³

14
- 0037099395
- V. V. Rostovtsev, L. G. Green, V. V. Fokin, K. B. Sharpless, Angew. Chem., Int. Ed. 2002, 41, 2596.
- (2002) Angew. Chem., Int. Ed. , vol.41 , pp. 2596
- Rostovtsev, V.V.¹ Green, L.G.² Fokin, V.V.³ Sharpless, K.B.⁴

15
- 0037120838
- F. Himo, Z. P. Demko, L. Noodleman, K. B. Sharpless, J. Am. Chem. Soc. 2002, 124, 12210.
- (2002) J. Am. Chem. Soc. , vol.124 , pp. 12210
- Himo, F.¹ Demko, Z.P.² Noodleman, L.³ Sharpless, K.B.⁴

16
- 0035977262
- Z. P. Demko, K. B. Sharpless, J. Org. Chem. 2001, 66, 7945.
- (2001) J. Org. Chem. , vol.66 , pp. 7945
- Demko, Z.P.¹ Sharpless, K.B.²

17
- 0038564167
- K. B. Sharpless, V. V. Fokin, V. Vsevolod, L. G. Green, Angew. Chem., Int. Ed. 2002, 41, 1053.
- (2002) Angew. Chem., Int. Ed. , vol.41 , pp. 1053
- Sharpless, K.B.¹ Fokin, V.V.² Vsevolod, V.³ Green, L.G.⁴

18
- 1242342257
- K. B. Sharpless, Y. Bourne, H. C. Kolb, Z. Radić, P. Taylor, P. Marchot, Proc. Natl. Acad. Sci. U.S.A. 2004, 101, 1449.
- (2004) Proc. Natl. Acad. Sci. U.S.A. , vol.101 , pp. 1449
- Sharpless, K.B.¹ Bourne, Y.² Kolb, H.C.³ Radić, Z.⁴ Taylor, P.⁵ Marchot, P.⁶

19
- 5644276317
- K. B. Sharpless, H. C. Kolb, P. Taylor, Z. Radić, R. Manetsch, A. Krasiński, J. Raushel, J. Am. Chem. Soc. 2004, 126, 12809.
- (2004) J. Am. Chem. Soc. , vol.126 , pp. 12809
- Sharpless, K.B.¹ Kolb, H.C.² Taylor, P.³ Radić, Z.⁴ Manetsch, R.⁵ Krasiński, A.⁶ Raushel, J.⁷

20
- 0042125393
- K. B. Sharpless, L. V. Lee, M. L. Mitchell, S.-J. Huang, V. V. Fokin, C.-H. Wong, J. Am. Chem. Soc. 2003, 125, 9588.
- (2003) J. Am. Chem. Soc. , vol.125 , pp. 9588
- Sharpless, K.B.¹ Lee, L.V.² Mitchell, M.L.³ Huang, S.-J.⁴ Fokin, V.V.⁵ Wong, C.-H.⁶

21
- 0348109450
- H. C. Kolb, K. B. Sharpless, Drug Discov. Today 2003, 8, 1128.
- (2003) Drug Discov. Today , vol.8 , pp. 1128
- Kolb, H.C.¹ Sharpless, K.B.²

22
- 4444233074
- K. B. Sharpless, V. V. Fokin, C. G. Hawker, P. Wu, A. K. Feldman, A. K. Nugent, A. Scheel, B. Voit, J. Pyun, J. M. J. Fréchet, Angew. Chem., Int. Ed. 2004, 43, 3928.
- (2004) Angew. Chem., Int. Ed. , vol.43 , pp. 3928
- Sharpless, K.B.¹ Fokin, V.V.² Hawker, C.G.³ Wu, P.⁴ Feldman, A.K.⁵ Nugent, A.K.⁶ Scheel, A.⁷ Voit, B.⁸ Pyun, J.⁹ Fréchet, J.M.J.¹⁰

23
- 2442698173
- A. Krasiński, V. V. Fokin, K. B. Sharpless, Org. Lett. 2004, 6, 1237.
- (2004) Org. Lett. , vol.6 , pp. 1237
- Krasiński, A.¹ Fokin, V.V.² Sharpless, K.B.³

24
- 0037120838
- F. Himo, Z. P. Demko, L. Noodleman, K. B. Sharpless, J. Am. Chem. Soc. 2002, 124, 12210.
- (2002) J. Am. Chem. Soc. , vol.124 , pp. 12210
- Himo, F.¹ Demko, Z.P.² Noodleman, L.³ Sharpless, K.B.⁴

25
- 11844255741
- F. Himo, T. Lovell, R. Hilgraf, V. V. Rostovtsev, L. Noodleman, K. B. Sharpless, V. V. Fokin, J. Am. Chem. Soc. 2004, 127, 210.
- (2004) J. Am. Chem. Soc. , vol.127 , pp. 210
- Himo, F.¹ Lovell, T.² Hilgraf, R.³ Rostovtsev, V.V.⁴ Noodleman, L.⁵ Sharpless, K.B.⁶ Fokin, V.V.⁷

26
- 9344227358
- N. J. Agard, J. A. Prescher, C. R. Bertozzi, J. Am. Chem. Soc. 2004, 126, 15046.
- (2004) J. Am. Chem. Soc. , vol.126 , pp. 15046
- Agard, N.J.¹ Prescher, J.A.² Bertozzi, C.R.³

27
- 1642281920
- Z. Li, T. S. Seo, J. Ju, Tetrahedron Lett. 2004, 45, 3143.
- (2004) Tetrahedron Lett. , vol.45 , pp. 3143
- Li, Z.¹ Seo, T.S.² Ju, J.³

28
- 33947301041
- G. L'Abbé, Chem. Rev. 1969, 69, 345.
- (1969) Chem. Rev. , vol.69 , pp. 345
- L'Abbé, G.¹

29
- 33544456527
- Eds. A. Padwa, W. H. Pearson, John Wiley & Sons, Hoboken
- C. K. Sha, A. K. Mohanakrishnan, in 'Synthetic Applications of 1,3-Dipolar Cycloaddition Chemistry Toward Heterocycles and Natural Products', Eds. A. Padwa, W. H. Pearson, John Wiley & Sons, Hoboken, 2003, p. 649.
- (2003) Synthetic Applications of 1,3-Dipolar Cycloaddition Chemistry Toward Heterocycles and Natural Products , pp. 649
- Sha, C.K.¹ Mohanakrishnan, A.K.²

30
- 33544458159
- Ed. A. Padwa, John Wiley & Sons, New York
- W. Lwowski, in '1,3-Dipolar Cycloaddition Chemistry', Ed. A. Padwa, John Wiley & Sons, New York, 1984, Vol. 1, p. 636.
- (1984) 1,3-Dipolar Cycloaddition Chemistry , vol.1 , pp. 636
- Lwowski, W.¹

31
- 0348233443
- V. A. Guner, K. S. Khuong, A. G. Leach, P. S. Lee, M. D. Bartberger, K. N. Houk, J. Phys. Chem. A 2003, 107, 11445;
- (2003) J. Phys. Chem. A , vol.107 , pp. 11445
- Guner, V.A.¹ Khuong, K.S.² Leach, A.G.³ Lee, P.S.⁴ Bartberger, M.D.⁵ Houk, K.N.⁶

32
- 2342584845
- V. A. Guner, K. S. Khuong, K. N. Houk, A. Chuma, P. Pulay, J. Phys. Chem. A 2004, 108, 2959.
- (2004) J. Phys. Chem. A , vol.108 , pp. 2959
- Guner, V.A.¹ Khuong, K.S.² Houk, K.N.³ Chuma, A.⁴ Pulay, P.⁵

33
- 0006012501
- J. A. Montgomery Jr., M. J. Frisch, J. W. Ochterski, G. A. Petersson, J. Chem. Phys. 2000, 112, 6532;
- (2000) J. Chem. Phys. , vol.112 , pp. 6532
- Montgomery Jr., J.A.¹ Frisch, M.J.² Ochterski, J.W.³ Petersson, G.A.⁴

34
- 0000340764
- J. A. Montgomery Jr., M. J. Frisch, J. W. Ochterski, G. A. Petersson, J. Chem. Phys. 1999, 110, 2822.
- (1999) J. Chem. Phys. , vol.110 , pp. 2822
- Montgomery Jr., J.A.¹ Frisch, M.J.² Ochterski, J.W.³ Petersson, G.A.⁴

36
- 0000189651
- D. Becke, J. Chem. Phys. 1993, 98, 5648;
- (1993) J. Chem. Phys. , vol.98 , pp. 5648
- Becke, D.¹

37
- 0345491105
- C. Lee, W. Yang, R. G. Parr, Phys. Rev. B 1988, 37, 785;
- (1988) Phys. Rev. B , vol.37 , pp. 785
- Lee, C.¹ Yang, W.² Parr, R.G.³

38
- 34250817103
- A. D. Becke, J. Chem. Phys. 1993, 98, 1372.
- (1993) J. Chem. Phys. , vol.98 , pp. 1372
- Becke, A.D.¹

39
- 0033731344
- J. Lynch, L. F. Patton, M. Harris, D. G. Truhlar, J. Phys. Chem. A 2000, 104, 4811;
- (2000) J. Phys. Chem. A , vol.104 , pp. 4811
- Lynch, J.¹ Patton, L.F.² Harris, M.³ Truhlar, D.G.⁴

40
- 1542405228
- Y. Zhao, J. Pu, B. J. Lynch, D. G. Truhlar, Phys. Chem. Chem. Phys. 2004, 6, 673.
- (2004) Phys. Chem. Chem. Phys. , vol.6 , pp. 673
- Zhao, Y.¹ Pu, J.² Lynch, B.J.³ Truhlar, D.G.⁴

41
- 0032888073
- M.-D. Su, H.-Y. Liao, W.-S. Chung, S.-Y. Chu, J. Org. Chem. 1999, 64, 6710.
- (1999) J. Org. Chem. , vol.64 , pp. 6710
- Su, M.-D.¹ Liao, H.-Y.² Chung, W.-S.³ Chu, S.-Y.⁴

42
- 0042364952
- L. T. Nguyen, F. De Proft, V. L. Dao, M. T. Nguyen, P. Geerlings, J. Phys. Org. Chem. 2003, 16, 615.
- (2003) J. Phys. Org. Chem. , vol.16 , pp. 615
- Nguyen, L.T.¹ De Proft, F.² Dao, V.L.³ Nguyen, M.T.⁴ Geerlings, P.⁵

43
- 0034301795
- C. Chen, Int. J. Quant. Chem. 2000, 80, 27.
- (2000) Int. J. Quant. Chem. , vol.80 , pp. 27
- Chen, C.¹

44
- 33544464875
- P. Gray, Proc. R. Soc. London, Ser. A. 1956, 235, 106.
- (1956) Proc. R. Soc. London, Ser. A , vol.235 , pp. 106
- Gray, P.¹

45
- 0041689437
- J. Berkowitz, G. B. Ellison, D. Gutman, J. Phys. Chem. 1994, 98, 2744.
- (1994) J. Phys. Chem. , vol.98 , pp. 2744
- Berkowitz, J.¹ Ellison, G.B.² Gutman, D.³

46
- 0011628585
- A. A. Balepin, V. P. Lebedev, E. A. Miroshnichenko, G. I. Koldobskii, V. A. Ostovskii, B. P. Larionov, B. V. Gidaspov, Y. A. Lebedev, Svoistva Veshchestv Str. Mol. 1977, 93.
- (1977) Svoistva Veshchestv Str. Mol. , pp. 93
- Balepin, A.A.¹ Lebedev, V.P.² Miroshnichenko, E.A.³ Koldobskii, G.I.⁴ Ostovskii, V.A.⁵ Larionov, B.P.⁶ Gidaspov, B.V.⁷ Lebedev, Y.A.⁸

47
- 33544474233
- in preparation
- D. H. Ess, G. O. Jones, K. N. Houk, in preparation.
- Ess, D.H.¹ Jones, G.O.² Houk, K.N.³

48
- 0003516749
- Oxford University Press, Oxford
- P. W. Atkins. 'Physical Chemistry', 5th edn., Oxford University Press, Oxford, 1994, p. C7.
- (1994) 'Physical Chemistry', 5th Edn.
- Atkins, P.W.¹

49
- 84978550067
- K. Alder, G. Stein, W. Friedrichsen, K. A. Hornung, Ann. Chem. 1935, 515, 165.
- (1935) Ann. Chem. , vol.515 , pp. 165
- Alder, K.¹ Stein, G.² Friedrichsen, W.³ Hornung, K.A.⁴

50
- 2542434669
- G. Bianchetti, P. D. Croce, D. Pocar, Tetrahedron Lett. 1965, 2043;
- (1965) Tetrahedron Lett. , pp. 2043
- Bianchetti, G.¹ Croce, P.D.² Pocar, D.³

51
- 0345974844
- G. Bianchetti, P. D. Croce, D. Pocar, A. Vigevani, Gazz. Chim. Ital. 1967, 97, 289;
- (1967) Gazz. Chim. Ital. , vol.97 , pp. 289
- Bianchetti, G.¹ Croce, P.D.² Pocar, D.³ Vigevani, A.⁴

52
- 33544458884
- G. Bianchetti, D. Pocar, P. D. Croce, R. Stradi, Gazz. Chim. Ital. 1967, 97, 304.
- (1967) Gazz. Chim. Ital. , vol.97 , pp. 304
- Bianchetti, G.¹ Pocar, D.² Croce, P.D.³ Stradi, R.⁴

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