General Reaction Table information
Name Description
thioeffect thio effects on in-line dianionic and monoanionic mechanism of nucleophilic substitution of ethylene phosphate

GAS PCM COSMO
Reaction ΔG ΔG ΔGaq ΔG aq ΔGaq ΔG aq
di-anionic reactions
native 98.33 (-41.70) 56.63 41.16 (-28.31) 12.85 40.01 (-26.11) 13.90
S:Op1 92.97 (-38.94) 54.03 40.59 (-26.71) 13.88 38.97 (-24.15) 14.82
S:Op1,Op2 90.33 (-38.16) 52.17 41.66 (-27.61) 14.05 39.85 (-24.45) 15.40
S:3' 89.41 (-35.89) 53.52 36.34 (-23.44) 12.90 36.68 (-22.41) 14.27
S:5' 108.02 (-25.07) 82.95 55.87 (-21.72) 34.15 53.80 (-19.95) 33.85
S:2' 88.04 (-62.63) 25.41 42.41 (-51.21) -8.80 41.73 (-48.82) -7.09
mono-anionic reactions
native 35.58 (-41.10) -5.52 39.03 (-32.14) 6.89 37.56 (-30.66) 6.90
S:Op1 36.64 (-40.96) -4.32 47.00 (-39.78) 7.22 46.59 (-39.34) 7.25
S:Op1,Op2 43.24 (-44.69) -1.45 47.82 (-39.13) 8.69 47.01 (-38.23) 8.78
S:3' 34.20 (-36.59) -2.39 35.92 (-27.62) 8.30 34.76 (-26.38) 8.38
S:5' 39.59 (-36.40) 3.19 43.32 (-27.53) 15.79 41.95 (-26.29) 15.66
S:2' 34.90 (-38.26) -3.36 41.75 (-32.27) 9.48 40.91 (-31.13) 9.78
dianionic reaction: Nu(-)...P(O)(O)(-O-CH2CH2-O-)(-) ---> P(O)(O)(Nu)(-O-CH2CH2-O)(2-)
monoanionic reaction: Nu(H)...P(O)(O)(-O-CH2CH2-O-)(-) ---> P(O)(O)(Nu)(-O-CH2CH2-OH)(-)