Table 7. The second-order perturbation energies E(2) (kcal.mol-1), corresponding to the most important charge transfer interactions (donor→acceptor) in the conjugate bases of CH3-pentose at B3LYP/6-311++G(d,p) level. Table 7. The second-order perturbation energies E(2) (kcal.mol-1), corresponding to the most important charge transfer interactions (donor→acceptor) in the conjugate bases of CH3-pentose at B3LYP/6-311++G(d,p) level. Table 7. The second-order perturbation energies E(2) (kcal.mol-1), corresponding to the most important charge transfer interactions (donor→acceptor) in the conjugate bases of CH3-pentose at B3LYP/6-311++G(d,p) level. Table 7. The second-order perturbation energies E(2) (kcal.mol-1), corresponding to the most important charge transfer interactions (donor→acceptor) in the conjugate bases of CH3-pentose at B3LYP/6-311++G(d,p) level. Table 7. The second-order perturbation energies E(2) (kcal.mol-1), corresponding to the most important charge transfer interactions (donor→acceptor) in the conjugate bases of CH3-pentose at B3LYP/6-311++G(d,p) level. Table 7. The second-order perturbation energies E(2) (kcal.mol-1), corresponding to the most important charge transfer interactions (donor→acceptor) in the conjugate bases of CH3-pentose at B3LYP/6-311++G(d,p) level. Table 7. The second-order perturbation energies E(2) (kcal.mol-1), corresponding to the most important charge transfer interactions (donor→acceptor) in the conjugate bases of CH3-pentose at B3LYP/6-311++G(d,p) level.
CH3-pentose Conjugate base Charge transfer Charge transfer E(2) ∑ E(2) a Total ∑ E(2)
Donor () acceptor ()
L-fucose C1-HO1 n (2)O1→σ*(HO2-O2) n (2)O1→σ*(HO2-O2) 1.88 1.88 1.88
C2-HO2 n (1)O2→σ*(HO1-O1) n (1)O2→σ*(HO1-O1) 0.61 10.19 10.19
n (2)O2→σ*(HO1-O1) n (2)O2→σ*(HO1-O1) 0.56
n (3)O2→σ*(HO1-O1) n (3)O2→σ*(HO1-O1) 9.02
C3-HO3 n (1)O3→σ*(HO4-O4) n (1)O3→σ*(HO4-O4) 0.55 9.06 9.06
n (2)O3→σ*(HO4-O4) n (2)O3→σ*(HO4-O4) 0.57
n (3)O3→σ*(HO4-O4) n (3)O3→σ*(HO4-O4) 7.94
C4-HO4 n (1)O4→σ*(HO3-O3) n (1)O4→σ*(HO3-O3) 1.56 17.46 17.46
n (2)O4→σ*(HO3-O3) n (2)O4→σ*(HO3-O3) 15.90
n (2)O3→σ*(H2-C6) n (2)O3→σ*(H2-C6) 0.50 0.50
L-rhamnose C1-HO1 n (1) O5→σ*(HO2-O2) n (1) O5→σ*(HO2-O2) 0.52 4.21 4.21
n (2)O5→σ*(HO2-O2) n (2)O5→σ*(HO2-O2) 3.69
C2-HO2 n (1)O2→σ*(HO3-O3) n (1)O2→σ*(HO3-O3) 1.43 14.42 14.42
n (3)O2→σ*(HO3-O3) n (3)O2→σ*(HO3-O3) 12.99
n (3)O3→σ*(H3-C6) n (3)O3→σ*(H3-C6) 0.84 0.84
C3-HO3 n (1)O3→σ*(HO2-O2) n (1)O3→σ*(HO2-O2) 0.52 8.60 8.60
n (2)O3→σ*(HO2-O2) n (2)O3→σ*(HO2-O2) 8.08
C4-HO4 n (3) O4→σ*(HO3-O3) n (3) O4→σ*(HO3-O3) 8.31 8.31 8.31
aThe total is the total charge transfer stabilization energies for each sugar. aThe total is the total charge transfer stabilization energies for each sugar. aThe total is the total charge transfer stabilization energies for each sugar. aThe total is the total charge transfer stabilization energies for each sugar. aThe total is the total charge transfer stabilization energies for each sugar. aThe total is the total charge transfer stabilization energies for each sugar. aThe total is the total charge transfer stabilization energies for each sugar.