Thermodynamic Analysis and Reaction Pathways

Endo Diels-Alder of Outer Diene

Data extracted from log files of staring material, product and transition state frequency analysis.

Thermodynamic Property	Result	Unit
Sum of electronic and zero-point energies	0.057559	a.u.
Sum of electronic and thermal energies	0.067089	a.u.
Sum of electronic and thermal enthalpies	0.068033	a.u.
Sum of electronic and thermal free energies	0.021658	a.u.

Thermodynamic Property	Result	Unit
Sum of electronic and zero-point energies	0.115421	a.u.
Sum of electronic and thermal energies	0.127092	a.u.
Sum of electronic and thermal enthalpies	0.128036	a.u.
Sum of electronic and thermal free energies	0.073898	a.u.

Thermodynamic Property	Result	Unit
Sum of electronic and zero-point energies	0.126589	a.u.
Sum of electronic and thermal energies	0.136783	a.u.
Sum of electronic and thermal enthalpies	0.137728	a.u.
Sum of electronic and thermal free energies	0.090559	a.u.

Table 1. Thermodynamic Properties of endo product of outer diene

Table 2. Thermodynamic Properties of endo starting materials of outer diene

Table 3. Thermodynamic Properties of endo transition state of outer diene

Data extracted from log files of staring material, product and transition state frequency analysis.

Thermodynamic Property	Result	Unit
Sum of electronic and zero-point energies	0.056817	a.u.
Sum of electronic and thermal energies	0.066192	a.u.
Sum of electronic and thermal enthalpies	0.067136	a.u.
Sum of electronic and thermal free energies	0.021765	a.u.

Thermodynamic Property	Result	Unit
Sum of electronic and zero-point energies	0.116864	a.u.
Sum of electronic and thermal energies	0.128865	a.u.
Sum of electronic and thermal enthalpies	0.129809	a.u.
Sum of electronic and thermal free energies	0.072507	a.u.

Thermodynamic Property	Result	Unit
Sum of electronic and zero-point energies	0.128171	a.u.
Sum of electronic and thermal energies	0.138398	a.u.
Sum of electronic and thermal enthalpies	0.139342	a.u.
Sum of electronic and thermal free energies	0.092077	a.u.

Table 4. Thermodynamic Properties of exo product of outer diene

Table 5. Thermodynamic Properties of exo starting materials of outer diene

Table 5. Thermodynamic Properties of exo transition state of outer diene

Data extracted from log files of staring material, product and transition state frequency analysis.

Thermodynamic Property	Result	Unit
Sum of electronic and zero-point energies	0.100405	a.u.
Sum of electronic and thermal energies	0.110002	a.u.
Sum of electronic and thermal enthalpies	0.110946	a.u.
Sum of electronic and thermal free energies	0.065608	a.u.

Thermodynamic Property	Result	Unit
Sum of electronic and zero-point energies	0.116702	a.u.
Sum of electronic and thermal energies	0.129662	a.u.
Sum of electronic and thermal enthalpies	0.130606	a.u.
Sum of electronic and thermal free energies	0.068869	a.u.

Thermodynamic Property	Result	Unit
Sum of electronic and zero-point energies	0.137805	a.u.
Sum of electronic and thermal energies	0.148030	a.u.
Sum of electronic and thermal enthalpies	0.148975	a.u.
Sum of electronic and thermal free energies	0.102069	a.u.

Table 6. Thermodynamic Properties of endo product of inner diene

Table 7. Thermodynamic Properties of endo starting materials of inner diene

Table 8. Thermodynamic Properties of endo transition state of inner diene

Data extracted from log files of staring material, product and transition state frequency analysis.

Thermodynamic Property	Result	Unit
Sum of electronic and zero-point energies	0.102154	a.u.
Sum of electronic and thermal energies	0.111732	a.u.
Sum of electronic and thermal enthalpies	0.112676	a.u.
Sum of electronic and thermal free energies	0.067375	a.u.

Thermodynamic Property	Result	Unit
Sum of electronic and zero-point energies	0.116050	a.u.
Sum of electronic and thermal energies	0.128703	a.u.
Sum of electronic and thermal enthalpies	0.129647	a.u.
Sum of electronic and thermal free energies	0.071690	a.u.

Thermodynamic Property	Result	Unit
Sum of electronic and zero-point energies	0.140800	a.u.
Sum of electronic and thermal energies	0.151054	a.u.
Sum of electronic and thermal enthalpies	0.151999	a.u.
Sum of electronic and thermal free energies	0.105055	a.u.

Table 9. Thermodynamic Properties of exo product of inner diene

Table 10. Thermodynamic Properties of exo starting materials of inner diene

Table 11. Thermodynamic Properties of exo transition state of inner diene

Data extracted from log files of staring material, product and transition state frequency analysis.

Thermodynamic Property	Result	Unit
Sum of electronic and zero-point energies	0.034573	a.u.
Sum of electronic and thermal energies	0.043601	a.u.
Sum of electronic and thermal enthalpies	0.044546	a.u.
Sum of electronic and thermal free energies	0.000070	a.u.

Thermodynamic Property	Result	Unit
Sum of electronic and zero-point energies	0.116421	a.u.
Sum of electronic and thermal energies	0.126837	a.u.
Sum of electronic and thermal enthalpies	0.127782	a.u.
Sum of electronic and thermal free energies	0.073655	a.u.

Thermodynamic Property	Result	Unit
Sum of electronic and zero-point energies	0.135560	a.u.
Sum of electronic and thermal energies	0.146000	a.u.
Sum of electronic and thermal enthalpies	0.146944	a.u.
Sum of electronic and thermal free energies	0.099061	a.u.

Table 12. Thermodynamic Properties of Cheletropic Addition Product

Table 13. Thermodynamic Properties of Cheletropic Addition Starting Material

Table 14. Thermodynamic Properties of Cheletropic Addition TS