Abstract

A variety of bromoalkyl-substituted pillar[5]arenes (PBrn) were synthesized, and the complexation of PBrn with amino acid derivatives induced chiroptical response as a result of the Rp and Sp conformational equilibrium shift. The induced circular dichroism (CD) properties were a function of the chemical structure of amino acid derivatives. Interestingly, the CD induced by the cysteine derivative was critically dependent on the temperature, and the variation of the temperature even led to an inversion of the CD sign. The unique chiroptical induction behavior of PBrn differing from alkyl-substituted pillar[5]arenes and the possible mechanism for the chiroptical inversion were discussed.

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