TABLE 2.

Electronic energy, E, zero-point vibrational energy, ZPE, basis set superposition error correction, BSSE, and energy relative to the reactants, ∆E, of the transition states and final products identified for the reaction between 2a and indole for both C3 and C2 alkylation. All values are obtained at the B3LYP/6-31G (d,p) level. ∆E includes both ZPE and BSSE corrections.

Structure	E/Eh	ZPE/Eh	BSSE/Eh	∆E (kJ/mol)
2a	−474.8238068	0.120430
Indole	−363.6013009	0.129796
C3 alkylation
TS endo [2a + indole]	−838.4172558	0.253154	0.006689	45.9
TS exo [2a + indole]	−838.4179836	0.253118	0.005800	41.5
Endo cycloadduct 7a	−838.4774867	0.257339			−119.9
Exo cycloadduct 7a	−838.4775886	0.256930			−119.0
Open chain oxime 8a	−838.4812487	0.255474			−133.6
C2 alkylation
TS endo [2a + indole]	−838.41684	0.253104	0.007560	49.1
TS exo [2a + indole]	−838.4116629	0.252882	0.005752	57.4
Endo cycloadduct 7a′	−838.4717362	0.257327			−103.8
Exo cycloadduct 7a′	−838.4709206	0.256950			−102.7
Open chain oxime 8a′	−838.4817146	0.255325			−135.2