Highly sensitive chiral shift reagent bearing two zinc porphyrins

Tadashi Ema; Nozomi Ouchi; Tokuhiro Doi; Toshinobu Korenaga; Takashi Sakai

doi:10.1021/ol0514808

Highly sensitive chiral shift reagent bearing two zinc porphyrins

Tadashi Ema, Nozomi Ouchi, Tokuhiro Doi, Toshinobu Korenaga, Takashi Sakai

Research output: Contribution to journal › Article

49 Citations (Scopus)

Abstract

(Chemical Equation Presented) A new type of chiral receptor (R,R)- or (S,S)-1b with C₂ symmetry was synthesized. An induced-fit type of binding behavior of 1b for diamines was revealed by CD spectroscopy. NMR studies demonstrated that 1b can function as a highly sensitive chiral shift reagent for the determination of the enantiomeric purity of chiral diamines, aziridine, and isoxazoline at the microgram level.

Original language	English
Pages (from-to)	3985-3988
Number of pages	4
Journal	Organic Letters
Volume	7
Issue number	18
DOIs	https://doi.org/10.1021/ol0514808
Publication status	Published - Sep 1 2005

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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Ema, T., Ouchi, N., Doi, T., Korenaga, T., & Sakai, T. (2005). Highly sensitive chiral shift reagent bearing two zinc porphyrins. Organic Letters, 7(18), 3985-3988. https://doi.org/10.1021/ol0514808

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AU - Ema, Tadashi

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AU - Doi, Tokuhiro

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AU - Sakai, Takashi

PY - 2005/9/1

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AB - (Chemical Equation Presented) A new type of chiral receptor (R,R)- or (S,S)-1b with C2 symmetry was synthesized. An induced-fit type of binding behavior of 1b for diamines was revealed by CD spectroscopy. NMR studies demonstrated that 1b can function as a highly sensitive chiral shift reagent for the determination of the enantiomeric purity of chiral diamines, aziridine, and isoxazoline at the microgram level.

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