Design of a robust Ru(salen) complex: Aziridination with improved turnover number using N-arylsulfonyl azides as precursors

Kazufumi Omura, Tatsuya Uchida, Ryo Irie, Tsatomu Katsuki

Research output: Contribution to journalArticle

87 Citations (Scopus)

Abstract

A new robust fluorinated (OC)Ru(salen) complex was designed on the basis of an X-ray structure of its parent complex to show improved turnover numbers (up to 878) and enantioselectivities (up to 99%) in aziridination reactions using p-toluenesulfonyl (Ts) or p-nitrobenzenesulfonyl (Ns) azide as the nitrene precursor; the latter is synthetically advantageous since the Ns group is N-protecting and can be removed under mild conditions.

Original languageEnglish
Pages (from-to)2060-2061
Number of pages2
JournalChemical Communications
Volume10
Issue number18
DOIs
Publication statusPublished - Sep 21 2004

Fingerprint

Azides
Enantioselectivity
X rays
disalicylaldehyde ethylenediamine
phenylnitrene

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Electronic, Optical and Magnetic Materials
  • Ceramics and Composites
  • Chemistry(all)
  • Surfaces, Coatings and Films
  • Metals and Alloys
  • Materials Chemistry

Cite this

Design of a robust Ru(salen) complex : Aziridination with improved turnover number using N-arylsulfonyl azides as precursors. / Omura, Kazufumi; Uchida, Tatsuya; Irie, Ryo; Katsuki, Tsatomu.

In: Chemical Communications, Vol. 10, No. 18, 21.09.2004, p. 2060-2061.

Research output: Contribution to journalArticle

@article{724eb85d0bd04de29aba69fa97e2619e,
title = "Design of a robust Ru(salen) complex: Aziridination with improved turnover number using N-arylsulfonyl azides as precursors",
abstract = "A new robust fluorinated (OC)Ru(salen) complex was designed on the basis of an X-ray structure of its parent complex to show improved turnover numbers (up to 878) and enantioselectivities (up to 99{\%}) in aziridination reactions using p-toluenesulfonyl (Ts) or p-nitrobenzenesulfonyl (Ns) azide as the nitrene precursor; the latter is synthetically advantageous since the Ns group is N-protecting and can be removed under mild conditions.",
author = "Kazufumi Omura and Tatsuya Uchida and Ryo Irie and Tsatomu Katsuki",
year = "2004",
month = "9",
day = "21",
doi = "10.1039/b407693a",
language = "English",
volume = "10",
pages = "2060--2061",
journal = "Chemical Communications",
issn = "1359-7345",
publisher = "Royal Society of Chemistry",
number = "18",

}

TY - JOUR

T1 - Design of a robust Ru(salen) complex

T2 - Aziridination with improved turnover number using N-arylsulfonyl azides as precursors

AU - Omura, Kazufumi

AU - Uchida, Tatsuya

AU - Irie, Ryo

AU - Katsuki, Tsatomu

PY - 2004/9/21

Y1 - 2004/9/21

N2 - A new robust fluorinated (OC)Ru(salen) complex was designed on the basis of an X-ray structure of its parent complex to show improved turnover numbers (up to 878) and enantioselectivities (up to 99%) in aziridination reactions using p-toluenesulfonyl (Ts) or p-nitrobenzenesulfonyl (Ns) azide as the nitrene precursor; the latter is synthetically advantageous since the Ns group is N-protecting and can be removed under mild conditions.

AB - A new robust fluorinated (OC)Ru(salen) complex was designed on the basis of an X-ray structure of its parent complex to show improved turnover numbers (up to 878) and enantioselectivities (up to 99%) in aziridination reactions using p-toluenesulfonyl (Ts) or p-nitrobenzenesulfonyl (Ns) azide as the nitrene precursor; the latter is synthetically advantageous since the Ns group is N-protecting and can be removed under mild conditions.

UR - http://www.scopus.com/inward/record.url?scp=6344291342&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=6344291342&partnerID=8YFLogxK

U2 - 10.1039/b407693a

DO - 10.1039/b407693a

M3 - Article

AN - SCOPUS:6344291342

VL - 10

SP - 2060

EP - 2061

JO - Chemical Communications

JF - Chemical Communications

SN - 1359-7345

IS - 18

ER -