A Theoretical Study of the Preferred Reaction Mechanism …
141
25. Peverati R, Truhlar DG (2012) M11-L: a local density functional that provides improved
accuracy for electronic structure calculations in chemistry and physics. J Phys Chem Lett
3:117–124
26. Chan B, Gilbert ATB, Gill PMW, Radom L (2014) Performance of density functional theory
procedures for the calculation of proton-exchange barriers: unusual behavior of M06-type
functionals. J Chem Theory Comput 10:3777–3783
27. Linder M, Brinck T (2012) Stepwise diels-alder: more than just an oddity? A computational
mechanistic study. J Org Chem 77:6563–6573
28. Jayaram PN, Roy G, Mugesh G (2008) Effect of thione–thiol tautomerism on the inhibition of
lactoperoxidase by anti-thyroid drugs and their analogues. J Chem Sci 120:143–154
29. Allegretti PE, Castro EA, Furlong JJP (2000) Tautomeric equilibrium of amides and related
compounds: theoretical and spectral evidences. J Mol Struct (Theochem) 499:121–126
30. Allegretti PE, de las Mercedes MS, Castro EA, Furlong JJP (2007) Tautomeric equilibria
studies by mass spectrometry. World J Chem 2:25–62
31. Gao JY, Zhang CH, Luo MM, Kim CK, Chu W, Xue Y (2012) Mechanism for the reaction
of 2-naphthol with N-methyl-N-phenyl-hydrazine suggested by the density functional theory
investigations. J Comp Chem 33:220–230
32. Nowacki A, Sikora K, Dmochowska B, Wi´ sniewski A (2012) Studies of the forrmation of
N-substituted pyridinium mesylates: a theoretical approach. Comp Theoret Chem 1000:33–41
33. Nowacki B, Dmochowska K, Sikora J, Madaj A, Wi´ sniewski (2012) Theoretical studies of the
formation of quanternary pyridinium mesylates. Comp Theoret Chem 986:85–92
34. Velez E, Quijano J, Notario R, Pabón E, Murillo J, Leal J, Zapata E, Alarcón G (2009) A
computational study of stereospecifity in the thermal elimination reaction of menthyl benzoate
in the gas phase. J Phys Org Chem 22:971–977
35. Sandhiya L, Kolandaivel P, Senthikumar K (2012) Theoretical studies on the reaction mechanism and kinetics of the atmospheric reactions of 1,4-thioxane with OH radical. Struct Chem
23:1475–1488
36. Gaussian 09, Revision D.01, Frisch MJ, Trucks GW, Schlegel HB, Scuseria GE, Robb MA,
Cheeseman JR, Scalmani G, Barone V, Mennucci B, Petersson GA, Nakatsuji H, Caricato M,
Li X, Hratchian HP, Izmaylov AF, Bloino J, Zheng G, Sonnenberg JL, Hada M, Ehara M,
Toyota K, Fukuda R, Hasegawa J, Ishida M, Nakajima T, Honda Y, Kitao O, Nakai H, Vreven
T, Montgomery, Jr. JA, Peralta JE, Ogliaro F, Bearpark M, Heyd JJ, Brothers E, Kudin KN,
Staroverov VN, Kobayashi R, Normand J, Raghavachari K, Rendell A, Burant JC, Iyengar
SS, Tomasi J, Cossi M, Rega N, Millam JM, Klene M, Knox JE, Cross JB, Bakken V, Adamo
C, Jaramillo J, Gomperts R, Stratmann RE, Yazyev O, Austin AJ, Cammi R, Pomelli C,
Ochterski JW, Martin RL, Morokuma K, Zakrzewski VG, Voth GA, Salvador P, Dannenberg
JJ, Dapprich S, Daniels AD, Farkas O, Foresman JB, Ortiz JV, Cioslowski J, Fox DJ, Gaussian,
Inc., Wallingford CT, 2009
37. Chem. Office 12.0, Perkin Elmer Inc., USA
38. Dennington R, Keith T, Millam J (2009) Gauss view, version 5. Semichem Inc., Shawnee
Mission
39. Keith TA (2014) AIMAll (version 14.06.21). TK Gristmill Software, Overland Park KS, USA
40. Bader RFW (1990) Atoms in molecules. A quantum theory. Clarendon Press, Oxford
41. Banait NS, Jencks WP (1991) Reactions of anionic nucleophiles with cu-D-glucopyranosyl
fluoride in aqueous solution through a concerted, A N D N (s N 2) mechanism. J Am Chem Soc
113:7951–7958
42. Lee JK, Bain AD, Berti PJ (2004) Probing the transition states of four glucoside hydrolyses
with 13 C kinetic isotope effects measured at natural abundance by NMR spectroscopy. J Am
Chem Soc 126:3769–3776
43. Banait NS, Jencks WP (1991) General-acid and general-base catalysis of the cleavage of
a-D-glucopyranosyl fluoride. J Am Chem Soc 113:7958–7963
44. Tanaka Y, Tao W, Blanchard JS, Hehre EJ (1994) Transition state structures for the hydrolysis
of alpha-D-glucopyranosyll fluoride by retaining and inverting reactions by glycolases. J Biol
Chem 269:32306–32312
141
25. Peverati R, Truhlar DG (2012) M11-L: a local density functional that provides improved
accuracy for electronic structure calculations in chemistry and physics. J Phys Chem Lett
3:117–124
26. Chan B, Gilbert ATB, Gill PMW, Radom L (2014) Performance of density functional theory
procedures for the calculation of proton-exchange barriers: unusual behavior of M06-type
functionals. J Chem Theory Comput 10:3777–3783
27. Linder M, Brinck T (2012) Stepwise diels-alder: more than just an oddity? A computational
mechanistic study. J Org Chem 77:6563–6573
28. Jayaram PN, Roy G, Mugesh G (2008) Effect of thione–thiol tautomerism on the inhibition of
lactoperoxidase by anti-thyroid drugs and their analogues. J Chem Sci 120:143–154
29. Allegretti PE, Castro EA, Furlong JJP (2000) Tautomeric equilibrium of amides and related
compounds: theoretical and spectral evidences. J Mol Struct (Theochem) 499:121–126
30. Allegretti PE, de las Mercedes MS, Castro EA, Furlong JJP (2007) Tautomeric equilibria
studies by mass spectrometry. World J Chem 2:25–62
31. Gao JY, Zhang CH, Luo MM, Kim CK, Chu W, Xue Y (2012) Mechanism for the reaction
of 2-naphthol with N-methyl-N-phenyl-hydrazine suggested by the density functional theory
investigations. J Comp Chem 33:220–230
32. Nowacki A, Sikora K, Dmochowska B, Wi´ sniewski A (2012) Studies of the forrmation of
N-substituted pyridinium mesylates: a theoretical approach. Comp Theoret Chem 1000:33–41
33. Nowacki B, Dmochowska K, Sikora J, Madaj A, Wi´ sniewski (2012) Theoretical studies of the
formation of quanternary pyridinium mesylates. Comp Theoret Chem 986:85–92
34. Velez E, Quijano J, Notario R, Pabón E, Murillo J, Leal J, Zapata E, Alarcón G (2009) A
computational study of stereospecifity in the thermal elimination reaction of menthyl benzoate
in the gas phase. J Phys Org Chem 22:971–977
35. Sandhiya L, Kolandaivel P, Senthikumar K (2012) Theoretical studies on the reaction mechanism and kinetics of the atmospheric reactions of 1,4-thioxane with OH radical. Struct Chem
23:1475–1488
36. Gaussian 09, Revision D.01, Frisch MJ, Trucks GW, Schlegel HB, Scuseria GE, Robb MA,
Cheeseman JR, Scalmani G, Barone V, Mennucci B, Petersson GA, Nakatsuji H, Caricato M,
Li X, Hratchian HP, Izmaylov AF, Bloino J, Zheng G, Sonnenberg JL, Hada M, Ehara M,
Toyota K, Fukuda R, Hasegawa J, Ishida M, Nakajima T, Honda Y, Kitao O, Nakai H, Vreven
T, Montgomery, Jr. JA, Peralta JE, Ogliaro F, Bearpark M, Heyd JJ, Brothers E, Kudin KN,
Staroverov VN, Kobayashi R, Normand J, Raghavachari K, Rendell A, Burant JC, Iyengar
SS, Tomasi J, Cossi M, Rega N, Millam JM, Klene M, Knox JE, Cross JB, Bakken V, Adamo
C, Jaramillo J, Gomperts R, Stratmann RE, Yazyev O, Austin AJ, Cammi R, Pomelli C,
Ochterski JW, Martin RL, Morokuma K, Zakrzewski VG, Voth GA, Salvador P, Dannenberg
JJ, Dapprich S, Daniels AD, Farkas O, Foresman JB, Ortiz JV, Cioslowski J, Fox DJ, Gaussian,
Inc., Wallingford CT, 2009
37. Chem. Office 12.0, Perkin Elmer Inc., USA
38. Dennington R, Keith T, Millam J (2009) Gauss view, version 5. Semichem Inc., Shawnee
Mission
39. Keith TA (2014) AIMAll (version 14.06.21). TK Gristmill Software, Overland Park KS, USA
40. Bader RFW (1990) Atoms in molecules. A quantum theory. Clarendon Press, Oxford
41. Banait NS, Jencks WP (1991) Reactions of anionic nucleophiles with cu-D-glucopyranosyl
fluoride in aqueous solution through a concerted, A N D N (s N 2) mechanism. J Am Chem Soc
113:7951–7958
42. Lee JK, Bain AD, Berti PJ (2004) Probing the transition states of four glucoside hydrolyses
with 13 C kinetic isotope effects measured at natural abundance by NMR spectroscopy. J Am
Chem Soc 126:3769–3776
43. Banait NS, Jencks WP (1991) General-acid and general-base catalysis of the cleavage of
a-D-glucopyranosyl fluoride. J Am Chem Soc 113:7958–7963
44. Tanaka Y, Tao W, Blanchard JS, Hehre EJ (1994) Transition state structures for the hydrolysis
of alpha-D-glucopyranosyll fluoride by retaining and inverting reactions by glycolases. J Biol
Chem 269:32306–32312