Chirality transmission in flexible 5,5′-dinitrodiphenic esters connected with chiral secondary alcohols

Shinzo Hosoi, Makiko Kamiya, Fumiyuki Kiuchi, Tomihisa Ohta

研究成果: Article

24 引用 (Scopus)

抄録

Induced circular dichroism (CD) was observed with dinitrodiphenic esters of chiral secondary alcohols. The CD spectra of the esters prepared from a pair of antipodal alcohols were symmetrical to each other relative to the x-axis, indicating the enantiomeric nature of the esters. The sign of the Cotton effect at around 270 nm was found to reflect the absolute configuration of the original alcohol. In the case of aliphatic mono-alcohols, negative Cotton effect was observed for the esters of (R)-alcohols and a positive effect for the esters of (S)-alcohols. On the contrary, unsaturation or an oxygen atom at the vicinal position reversed the sign of the Cotton effect.

元の言語English
ページ(範囲)6315-6317
ページ数3
ジャーナルTetrahedron Letters
42
発行部数36
DOI
出版物ステータスPublished - 2001 9 3
外部発表Yes

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Chirality
Esters
Alcohols
Cotton
Circular Dichroism
Oxygen
Atoms

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

これを引用

Chirality transmission in flexible 5,5′-dinitrodiphenic esters connected with chiral secondary alcohols. / Hosoi, Shinzo; Kamiya, Makiko; Kiuchi, Fumiyuki; Ohta, Tomihisa.

:: Tetrahedron Letters, 巻 42, 番号 36, 03.09.2001, p. 6315-6317.

研究成果: Article

Hosoi, Shinzo ; Kamiya, Makiko ; Kiuchi, Fumiyuki ; Ohta, Tomihisa. / Chirality transmission in flexible 5,5′-dinitrodiphenic esters connected with chiral secondary alcohols. :: Tetrahedron Letters. 2001 ; 巻 42, 番号 36. pp. 6315-6317.
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