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. 2020 Dec 22;27(12):3957–3967. doi: 10.1002/chem.202004488

Table 3.

Activation parameters for enantiomerization of [n]helicenes (n=3 and 6) substituted at the inner, middle, and outer helix.

Position

of methyl

group(s)

ΔH

[kcal mol−1]

ΔS

[cal K−1 mol−1]

ΔG

[kcal mol−1]

at (T [K])

graphic file with name CHEM-27-3957-g009.jpg

1

38.5

−9.8

43.0 (542)[a]

1,14

43.1 (543)[a]

1,16

43.8 (543)[a]

1,3,14,16

37.7

−12.9

43.8 (543)[a]

2,15

40.6 (513)[a]

4,13

36.3 (469)[a]

graphic file with name CHEM-27-3957-g008.jpg

4,5

13.9

−7.9

16.1 (298)[b]

3,4,5,6

21.9

−3.9

23.1 (298)[b]

[a] Gibbs activation energy recalculated by using the equation ΔG (T)=−RT ln(k e h/κk B T) with κ=0.5, see ref. [47]. [b] Originally reported values, the recalculation was not possible because values of the rate constant were not available, see ref. [33].