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Resolution of each compound into enantiomers and determination of the Gibbs activation energies of enantiomerization (ΔG⧧(T)) revealed high configurational stability in all three cases.
The ΔG⧧(T) values of difunctionalized [5]helicenes were compared with those of their monofunctionalized analogues and the parent [5]helicene.
Within this series, an exponential correlation between the torsional twist and ΔG⧧(T) was found.
The dimethyl derivative exhibits one of the highest configurational stabilities among [n]helicenes reported to date, comparable to that of [9]helicene.