Page 91 - Mechanism and Theory in Organic Chemistry

80 SOME FUNDAMENTLAS OF PHYSICAL ORGANIC CHEMISTRY

Table 2.8 (Continued)
Group

Pyrrolidine

Piperidine

SOURCE: S. W. Benson, F. R. Cruickshank, D. M. Golden, G. R. Haugen, H. E. O'Neal, A. S.
Rodgers, R. Shaw, and R. Walsh, Chem. Rev., 69,279 (1969). Reproduced by permission of the Ameri-
can Chemical Society.
" NI = double-bonded nitrogen in imines; N,-(C,) = pyridine N. N, = double-bonded nitrogen
in azo compounds.
No cis corrections applied to imines or azo compounds.
gauche corrections of + 0.8 kcal mole- to AH; applied just as for hydrocarbons.
Estimates.
For ortho or para substitution in pyridine add - 1.5 kcal mole- per group.

Table 2.9 HALOGEN-CONTAINING GROUPS

Group AH: So