Chem. J. Chinese Universities ›› 2015, Vol. 36 ›› Issue (8): 1588.doi: 10.7503/cjcu20150114
• Physical Chemistry • Previous Articles Next Articles
WANG Shuai, WANG Weina*(), GAO Zhifang, WANG Wenliang
Received:
2015-01-30
Online:
2015-08-10
Published:
2015-07-17
Contact:
WANG Weina
E-mail:wangwn@snnu.edu.cn
Supported by:
CLC Number:
TrendMD:
WANG Shuai, WANG Weina, GAO Zhifang, WANG Wenliang. Theoretical Study on the Mechanism of Reaction Between Piceatannol and Hydroxyl Radical†[J]. Chem. J. Chinese Universities, 2015, 36(8): 1588.
Reaction | Position | Gas-phase | Water-phase | ||||
---|---|---|---|---|---|---|---|
Δ (RC→TS) | Δ (R→TS) | ΔEg/(kJ·mol-1) (R→P) | Δ (RC→TS) | Δ (R→TS) | ΔEw/(kJ·mol-1) (R→P) | ||
HAT | C4'OH | 9.00 | -15.49 | -171.00 | -2.36 | -12.18 | -170.87 |
C3'OH | 18.96 | -6.76 | -156.75 | 18.88 | 7.99 | -155.89 | |
C3OH | 7.84 | -5.68 | -36.79 | 7.93 | 11.01 | -101.40 | |
C5OH | 8.20 | -6.16 | -36.33 | 8.48 | 11.12 | -101.41 | |
RAF | Cα | 2.05 | -17.96 | -146.80 | -0.50 | -16.20 | -141.32 |
Cβ | 4.35 | -15.66 | -145.30 | 0.30 | -15.40 | -136.67 | |
C1 | 37.84 | 19.13 | -51.70 | 34.03 | 18.63 | -47.68 | |
C2 | 4.46 | -15.70 | -104.61 | -0.70 | -17.07 | -101.09 | |
C3 | 16.66 | -3.52 | -83.18 | 23.15 | 6.78 | -73.72 | |
C4 | 3.22 | -18.84 | -115.78 | -0.71 | -12.35 | -78.86 | |
C5 | 17.54 | -1.21 | -85.48 | 24.62 | 9.13 | -76.77 | |
C6 | 5.90 | -12.85 | -95.44 | -0.29 | -15.78 | -92.68 | |
C1' | 31.73 | 9.21 | -64.13 | 6.07 | 4.69 | -60.19 | |
C2' | 11.26 | -3.22 | -87.78 | 4.40 | -5.27 | -83.80 | |
C3' | 18.80 | -3.60 | -88.95 | 3.69 | -4.56 | -89.25 | |
C4' | 1.59 | -20.09 | -128.80 | -2.26 | -10.51 | -117.04 | |
C5' | 10.85 | -13.60 | -84.85 | 10.38 | -8.63 | -70.83 | |
C6' | 6.87 | -13.60 | -110.30 | 3.52 | -9.21 | -101.85 |
Table 1 Energies of HAT and RAF channels in the gas phase and liquid phase at M05-2x/6-311++G(d,p) level*
Reaction | Position | Gas-phase | Water-phase | ||||
---|---|---|---|---|---|---|---|
Δ (RC→TS) | Δ (R→TS) | ΔEg/(kJ·mol-1) (R→P) | Δ (RC→TS) | Δ (R→TS) | ΔEw/(kJ·mol-1) (R→P) | ||
HAT | C4'OH | 9.00 | -15.49 | -171.00 | -2.36 | -12.18 | -170.87 |
C3'OH | 18.96 | -6.76 | -156.75 | 18.88 | 7.99 | -155.89 | |
C3OH | 7.84 | -5.68 | -36.79 | 7.93 | 11.01 | -101.40 | |
C5OH | 8.20 | -6.16 | -36.33 | 8.48 | 11.12 | -101.41 | |
RAF | Cα | 2.05 | -17.96 | -146.80 | -0.50 | -16.20 | -141.32 |
Cβ | 4.35 | -15.66 | -145.30 | 0.30 | -15.40 | -136.67 | |
C1 | 37.84 | 19.13 | -51.70 | 34.03 | 18.63 | -47.68 | |
C2 | 4.46 | -15.70 | -104.61 | -0.70 | -17.07 | -101.09 | |
C3 | 16.66 | -3.52 | -83.18 | 23.15 | 6.78 | -73.72 | |
C4 | 3.22 | -18.84 | -115.78 | -0.71 | -12.35 | -78.86 | |
C5 | 17.54 | -1.21 | -85.48 | 24.62 | 9.13 | -76.77 | |
C6 | 5.90 | -12.85 | -95.44 | -0.29 | -15.78 | -92.68 | |
C1' | 31.73 | 9.21 | -64.13 | 6.07 | 4.69 | -60.19 | |
C2' | 11.26 | -3.22 | -87.78 | 4.40 | -5.27 | -83.80 | |
C3' | 18.80 | -3.60 | -88.95 | 3.69 | -4.56 | -89.25 | |
C4' | 1.59 | -20.09 | -128.80 | -2.26 | -10.51 | -117.04 | |
C5' | 10.85 | -13.60 | -84.85 | 10.38 | -8.63 | -70.83 | |
C6' | 6.87 | -13.60 | -110.30 | 3.52 | -9.21 | -101.85 |
Δ (kJ·mol-1) | Δ (kJ·mol-1) | λg/ (kJ·mol-1) | Δ (kJ·mol-1) | Δ (kJ·mol-1) | Δ (kJ·mol-1) | λw/ (kJ·mol-1) | Δ (kJ·mol-1) |
---|---|---|---|---|---|---|---|
547.57 | 568.13 | 20.56 | 3925.39 | 68.50 | 86.73 | 18.23 | 21.68 |
Table 2 Energies of SET channel at M05-2x/6-311++G(d,p) level*
Δ (kJ·mol-1) | Δ (kJ·mol-1) | λg/ (kJ·mol-1) | Δ (kJ·mol-1) | Δ (kJ·mol-1) | Δ (kJ·mol-1) | λw/ (kJ·mol-1) | Δ (kJ·mol-1) |
---|---|---|---|---|---|---|---|
547.57 | 568.13 | 20.56 | 3925.39 | 68.50 | 86.73 | 18.23 | 21.68 |
T/K | HAT | RAF | ||||||
---|---|---|---|---|---|---|---|---|
(L·mol-1·s-1) | (L·mol-1·s-1) | (L·mol-1·s-1) | (L·mol-1·s-1) | (L·mol-1·s-1) | (L·mol-1·s-1) | (L·mol-1·s-1) | ||
298 | 5.45×1015 | 7.51×1012 | 5.46×1015 | 1.42×1013 | 5.05×1012 | 2.53×1014 | 2.72×1014 | |
300 | 5.13×1015 | 7.16×1012 | 5.14×1015 | 1.35×1013 | 4.83×1012 | 2.40×1014 | 2.58×1014 | |
400 | 5.70×1014 | 1.20×1012 | 5.71×1014 | 2.11×1012 | 8.92×1011 | 2.87×1013 | 3.17×1013 | |
500 | 1.61×1014 | 4.09×1011 | 1.61×1014 | 6.72×1011 | 3.15×1011 | 8.06×1012 | 9.05×1012 | |
600 | 7.63×1013 | 1.83×1011 | 7.65×1013 | 2.80×1011 | 1.41×1011 | 3.46×1012 | 3.88×1012 | |
700 | 3.08×1013 | 1.65×1011 | 3.10×1013 | 2.59×1011 | 1.37×1011 | 1.90×1012 | 2.30×1012 | |
800 | 2.42×1013 | 9.63×1010 | 2.43×1013 | 1.46×1011 | 8.04×1010 | 1.20×1012 | 1.43×1012 | |
900 | 1.85×1013 | 7.02×1010 | 1.86×1013 | 1.04×1011 | 5.86×1010 | 8.43×1011 | 1.01×1012 |
Table 3 Rate constants(k) for more favorable channels for HAT and RAF
T/K | HAT | RAF | ||||||
---|---|---|---|---|---|---|---|---|
(L·mol-1·s-1) | (L·mol-1·s-1) | (L·mol-1·s-1) | (L·mol-1·s-1) | (L·mol-1·s-1) | (L·mol-1·s-1) | (L·mol-1·s-1) | ||
298 | 5.45×1015 | 7.51×1012 | 5.46×1015 | 1.42×1013 | 5.05×1012 | 2.53×1014 | 2.72×1014 | |
300 | 5.13×1015 | 7.16×1012 | 5.14×1015 | 1.35×1013 | 4.83×1012 | 2.40×1014 | 2.58×1014 | |
400 | 5.70×1014 | 1.20×1012 | 5.71×1014 | 2.11×1012 | 8.92×1011 | 2.87×1013 | 3.17×1013 | |
500 | 1.61×1014 | 4.09×1011 | 1.61×1014 | 6.72×1011 | 3.15×1011 | 8.06×1012 | 9.05×1012 | |
600 | 7.63×1013 | 1.83×1011 | 7.65×1013 | 2.80×1011 | 1.41×1011 | 3.46×1012 | 3.88×1012 | |
700 | 3.08×1013 | 1.65×1011 | 3.10×1013 | 2.59×1011 | 1.37×1011 | 1.90×1012 | 2.30×1012 | |
800 | 2.42×1013 | 9.63×1010 | 2.43×1013 | 1.46×1011 | 8.04×1010 | 1.20×1012 | 1.43×1012 | |
900 | 1.85×1013 | 7.02×1010 | 1.86×1013 | 1.04×1011 | 5.86×1010 | 8.43×1011 | 1.01×1012 |
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