General Reaction Table information
Name Description
P(O)(O)(-O-sugar-O-)_nucl effect of nucleophile on in-line dianionic and monoanionic mechanism of nucleophilic substitution of ethylene phosphate with sugar ring

GAS PCM COSMO
Nucleophile ΔG ΔG ΔGaq ΔG aq ΔGaq ΔG aq
di-anionic reactions
HO- 90.56 (-42.72) 47.84 46.77 (-23.82) 22.95 48.59 (-22.64) 25.95
CH3O- 92.98 (-31.36) 61.62 41.37 (-21.19) 20.18 40.46 (-20.48) 19.98
CH3COO- 102.01 (-11.50) 90.51 55.34 (-5.01) 50.33 52.54 (-4.79) 47.75
CH3S- 103.31 (-16.74) 86.57 53.25 (-13.15) 40.10 51.51 (-12.98) 38.53
CH3CH2O- 93.14 (-26.92) 66.22 42.10 (-21.26) 20.84 40.98 (-20.36) 20.62
(CH3)2CHO- 93.66 (-32.72) 60.94 45.73 (-23.94) 21.79 43.61 (-23.35) 20.26
p-NO2-C6H4-O- 100.24 (-9.07) 91.17 56.40 (-9.06) 47.34 52.76 (-8.13) 44.63
C6H5O- 102.07 (-17.17) 84.90 52.83 (-14.95) 37.88 49.95 (-14.52) 35.43
mono-anionic reactions
HOH 35.40 (-38.17) -2.77 40.92 (-33.74) 7.18 40.06 (-32.93) 7.13
CH3OH 34.89 (-36.93) -2.04 38.08 (-28.90) 9.18 36.74 (-27.75) 8.99
CH3COOH 0.00 (-20.04) -20.04 0.00 (12.55) 12.55 0.00 (14.10) 14.10
CH3SH 36.25 (-29.13) 7.12 45.85 (-27.37) 18.48 44.79 (-26.72) 18.07
CH3CH2OH 34.65 (-34.65) 0.00 38.98 (-26.68) 12.30 37.57 (-25.56) 12.01
(CH3)2CHOH 35.44 (-35.69) -0.25 42.75 (-29.49) 13.26 40.84 (-28.04) 12.80
p-NO2-C6H4-OH 18.62 (-26.44) -7.82 35.86 (-17.75) 18.11 35.46 (-17.00) 18.46
C6H5OH 30.91 (-29.17) 1.74 40.31 (-20.56) 19.75 39.34 (-19.44) 19.90
dianionic reaction: Nu(-)...P(O)(O)(-O-sugar-O-)(-) ---> P(O)(O)(Nu)(-O-sugar-O)(2-)
monoanionic reaction: Nu(H)...P(O)(O)(-O-sugar-O-)(-) ---> P(O)(O)(Nu)(-O-sugar-OH)(-)