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

Circular dichroism in a chiral amide possessing an achiral binaphthyl chromophore

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

Research output: Contribution to journal › Article

4 Citations (Scopus)

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.

Original language	English
Pages (from-to)	58-61
Number of pages	4
Journal	Letters in Organic Chemistry
Volume	3
Issue number	1
DOIs	https://doi.org/10.2174/157017806774964404
Publication status	Published - 2006 Jan 1
Externally published	Yes

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Keywords

Amide
Binaphthyl
Cotton effect
Exciton chirality
Induced circular dichroism
Screw sense

ASJC Scopus subject areas

Biochemistry
Organic Chemistry

Cite this

Hosoi, S., Serata, J., Sakushima, A., Kiuchi, F., Takahashi, I., & Ohta, T. (2006). Circular dichroism in a chiral amide possessing an achiral binaphthyl chromophore. Letters in Organic Chemistry, 3(1), 58-61. https://doi.org/10.2174/157017806774964404

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AU - Takahashi, Ichiro

AU - Ohta, Tomihisa

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AB - 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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10.2174/157017806774964404