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 › peer-review

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
Externally published	Yes

Keywords

Amide
Binaphthyl
Cotton effect
Exciton chirality
Induced circular dichroism
Screw sense

ASJC Scopus subject areas

Biochemistry
Organic Chemistry

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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 = "Amide, Binaphthyl, Cotton effect, Exciton chirality, Induced circular dichroism, Screw sense",

author = "Shinzo Hosoi and Jun Serata and Akiyo Sakushima and Fumiyuki Kiuchi and Ichiro Takahashi and Tomihisa Ohta",

year = "2006",

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pages = "58--61",

journal = "Letters in Organic Chemistry",

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T1 - Circular dichroism in a chiral amide possessing an achiral binaphthyl chromophore

AU - Hosoi, Shinzo

AU - Serata, Jun

AU - Sakushima, Akiyo

AU - Kiuchi, Fumiyuki

AU - Takahashi, Ichiro

AU - Ohta, Tomihisa

PY - 2006/1

Y1 - 2006/1

N2 - 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.

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.

KW - Amide

KW - Binaphthyl

KW - Cotton effect

KW - Exciton chirality

KW - Induced circular dichroism

KW - Screw sense

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JO - Letters in Organic Chemistry

JF - Letters in Organic Chemistry

SN - 1570-1786

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