Synthesis of Some Pyrimidine, Pyrazole, and Pyridine Derivatives and Their Reactivity Descriptors
Table 4
Relative energies and frontier orbital energies of the tautomers of 2 (denoted as 2-1 and 2-2), 3 (denoted as 3-1 and 3-2), and 6 (denoted as 6-1) in acetonitrile
Tautomer
Relative energy (kJ/mol)
EHOMO (eV)
ELUMO (eV)
μ
η
ω
N
Dipole (debye)
ACN
Gas
2
0
−8.31
−0.99
−4.65
3.66
2.95
0.81
8.02
6.35
2-1
−0.77
−8.27
−1.07
−4.67
3.6
3.03
0.85
6.49
4.33
2-2
−10.51
−8.45
−1.09
−4.77
3.68
3.09
0.67
12.44
9.18
3
0
−8.33
−1.02
−4.68
3.655
2.99
0.79
7.79
5.96
3-1
−14.22
−8.01
−1.26
−4.64
3.375
3.18
1.11
10.32
6.03
3-2
−24.61
−8.08
−1.22
−4.65
3.43
3.15
1.04
14.85
9.92
6
0
−8.17
−1.01
−4.59
3.58
2.94
0.95
3.73
3.42
6-1
60.96
−7.77
−1.13
−4.45
3.32
2.98
1.35
5.42
3.81
Dipole moment in the gas phase is given for quick comparison.
