The Substitution Effect on Reaction Enthalpies of Antioxidant Mechanisms of Juglone and Its Derivatives in Gas and Solution Phase: DFT Study
Table 1
Thermodynamic energies in kJ/mol: bond dissociation energies, ionization potential, proton dissociation energies, proton affinities, and electron transfer energies in gas phase and in water at B3LYP/6-31+G(d,p) level.
Molecules
BDE (kJ/mol)
IP (kJ/mol)
PDE (kJ/mol)
PA (kJ/mol)
ETE (kJ/mol)
Denotations
Substituents
Gas
Water
Gas
Water
Gas
Water
Gas
Water
Gas
Water
J1
H
417
400
834
538
899
41
1422
192
312
386
J2
NMe2
370
344
680
422
987
100
1480
194
266
328
J3
NHMe
392
343
721
439
988
82
1448
219
261
302
380
377
986
108
1439
229
263
330
J4
NH2
372
350
743
452
946
76
1413
184
276
343
372
377
946
103
1415
221
277
334
J5
OH
380
367
805
510
892
36
1377
163
319
382
359
348
871
16
1361
151
314
374
J6
OMe
397
387
773
495
940
71
1423
188
297
372
J7
t-bu
409
394
798
519
928
53
1417
200
308
375
J8
C2H5
410
394
806
521
921
50
1423
196
303
397
J9
F
410
393
845
547
881
24
1398
174
434
398
J10
Cl
412
396
834
542
888
31
1395
175
336
399
J11
Br
412
397
827
539
902
35
1394
176
335
376
J12
Phen
405
390
763
500
959
68
1408
192
314
375
J13
C2H3
401
386
786
501
934
63
1408
189
309
405
J14
CHO
420
407
863
565
873
19
1403
179
333
448
J15
COOH
406
398
883
575
840
1
1322
127
401
423
129
J16
CN
472
477
874
571
864
13
1366
161
371
432
J17
NO2
421
406
884
581
861
7
1358
155
387
414
J18
CF3
428
410
867
567
870
18
1381
171
359
372
to N-H thermodynamic parameter values. -H thermodynamic parameter values. to H-OOC thermochemical parameter values.