Circular Dichroism in a Chiral Amide Possessing an Achiral Binaphthyl Chromophore

Shinzo      Hosoi; Jun      Serata; Akiyo      Sakushima; Fumiyuki      Kiuchi; Ichiro      Takahashi; Tomihisa      Ohta

doi:10.2174/157017806774964404

Abstract

Induced circular dichroism (ICD) was observed in binaphthyl amides of chiral primary amines. The CDs changed to split curves centered at 225 nm after N-methylation. The calculated screw senses of the two naphthyl groups accorded with those expected from their exciton chiralities, indicating a possible application for determination of absolute configuration.

Keywords: Induced circular dichroism, binaphthyl, amide, Cotton effect, exciton chirality, screw sense

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Letters in Organic Chemistry

Title: Circular Dichroism in a Chiral Amide Possessing an Achiral Binaphthyl Chromophore

Volume: 3 Issue: 1

Author(s): Shinzo Hosoi, Jun Serata, Akiyo Sakushima, Fumiyuki Kiuchi, Ichiro Takahashi and Tomihisa Ohta

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Keywords: Induced circular dichroism, binaphthyl, amide, Cotton effect, exciton chirality, screw sense

Abstract: Induced circular dichroism (ICD) was observed in binaphthyl amides of chiral primary amines. The CDs changed to split curves centered at 225 nm after N-methylation. The calculated screw senses of the two naphthyl groups accorded with those expected from their exciton chiralities, indicating a possible application for determination of absolute configuration.

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Hosoi Shinzo, Serata Jun, Sakushima Akiyo, Kiuchi Fumiyuki, Takahashi Ichiro and Ohta Tomihisa, Circular Dichroism in a Chiral Amide Possessing an Achiral Binaphthyl Chromophore, Letters in Organic Chemistry 2006; 3 (1) . https://dx.doi.org/10.2174/157017806774964404