Hydroboration of Substituted Cyclopropane: A Density Functional Theory Study

Table 2

B3LYP/6-31G** optimized total energies (in kcal/mol) for the intermediate complex, “loose” transition structure, and product for substituted cyclopropanes for addition across C1–C3 bond along the plane of cyclopropane ring.

	LM-CX	TS	Product	Product type	Gibbs energy (); (kcal/mol)	Entropy change (); (kcal/mol K)
C3H5F + BH3		23.62		AM
C3H5Cl + BH3		28.62		M
C3H5CN + BH3		30.74		M
C3H5NC + BH3		29.65		M
C3H5CH3 + BH3		24.63		AM
C3H4(CH3)2 + BH3		23.52		AM

Relative energies for the parent cyclopropane are LM-CX = −1.97 kcal/mol, TS = 25.17 kcal/mol, LM = −40.15 kcal/mol, = −34.51 kcal/mol, and = −0.007 kcal/mol K.