Preparation, structures, and magnetic properties of precursors for chelating compounds of 2-pyridyl nitroxide derivatives

Atsushi Okazawa; Takashi Nogami; Takayuki Ishida

doi:10.1016/j.poly.2006.09.047

Preparation, structures, and magnetic properties of precursors for chelating compounds of 2-pyridyl nitroxide derivatives

Atsushi Okazawa, Takashi Nogami, Takayuki Ishida^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

6 Citations (Scopus)

Abstract

We successfully synthesized and characterized two precursors for paramagnetic chelating ligands, N-p-anisyl-N-2-pyridylhydroxylamine and 2,6-bis(N-t-butylhydroxylamino)pyridine. The former can be regarded as a rare case since N,N-diarylhydroxylamines cannot be isolated in general because of facile autoxidation. The oxidation with silver(I) oxide gave radicals showing typical nitroxide ESR signals, but the resultant radicals were unstable under ambient conditions. Theoretical DFT calculation indicated that the bisnitroxide radical, pyridine-2,6-diyl bis(t-butyl nitroxide), had a triplet ground state.

Original language	English
Pages (from-to)	1965-1969
Number of pages	5
Journal	Polyhedron
Volume	26
Issue number	9-11
DOIs	https://doi.org/10.1016/j.poly.2006.09.047
Publication status	Published - 2007 Jun 15
Externally published	Yes

Keywords

Aminoxyl
Free radical
High-spin molecule
Magnetic interaction

ASJC Scopus subject areas

Physical and Theoretical Chemistry
Inorganic Chemistry
Materials Chemistry

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10.1016/j.poly.2006.09.047

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title = "Preparation, structures, and magnetic properties of precursors for chelating compounds of 2-pyridyl nitroxide derivatives",

abstract = "We successfully synthesized and characterized two precursors for paramagnetic chelating ligands, N-p-anisyl-N-2-pyridylhydroxylamine and 2,6-bis(N-t-butylhydroxylamino)pyridine. The former can be regarded as a rare case since N,N-diarylhydroxylamines cannot be isolated in general because of facile autoxidation. The oxidation with silver(I) oxide gave radicals showing typical nitroxide ESR signals, but the resultant radicals were unstable under ambient conditions. Theoretical DFT calculation indicated that the bisnitroxide radical, pyridine-2,6-diyl bis(t-butyl nitroxide), had a triplet ground state.",

keywords = "Aminoxyl, Free radical, High-spin molecule, Magnetic interaction",

author = "Atsushi Okazawa and Takashi Nogami and Takayuki Ishida",

note = "Funding Information: This work was supported by Grants-in-Aid for Scientific Research (Nos. 15073101, 16550121, and 15550115) from the Ministry of Education, Culture, Sports, Science and Technology, Japan.",

year = "2007",

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day = "15",

doi = "10.1016/j.poly.2006.09.047",

language = "English",

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pages = "1965--1969",

journal = "Polyhedron",

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publisher = "Elsevier Limited",

number = "9-11",

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TY - JOUR

T1 - Preparation, structures, and magnetic properties of precursors for chelating compounds of 2-pyridyl nitroxide derivatives

AU - Okazawa, Atsushi

AU - Nogami, Takashi

AU - Ishida, Takayuki

N1 - Funding Information: This work was supported by Grants-in-Aid for Scientific Research (Nos. 15073101, 16550121, and 15550115) from the Ministry of Education, Culture, Sports, Science and Technology, Japan.

PY - 2007/6/15

Y1 - 2007/6/15

N2 - We successfully synthesized and characterized two precursors for paramagnetic chelating ligands, N-p-anisyl-N-2-pyridylhydroxylamine and 2,6-bis(N-t-butylhydroxylamino)pyridine. The former can be regarded as a rare case since N,N-diarylhydroxylamines cannot be isolated in general because of facile autoxidation. The oxidation with silver(I) oxide gave radicals showing typical nitroxide ESR signals, but the resultant radicals were unstable under ambient conditions. Theoretical DFT calculation indicated that the bisnitroxide radical, pyridine-2,6-diyl bis(t-butyl nitroxide), had a triplet ground state.

AB - We successfully synthesized and characterized two precursors for paramagnetic chelating ligands, N-p-anisyl-N-2-pyridylhydroxylamine and 2,6-bis(N-t-butylhydroxylamino)pyridine. The former can be regarded as a rare case since N,N-diarylhydroxylamines cannot be isolated in general because of facile autoxidation. The oxidation with silver(I) oxide gave radicals showing typical nitroxide ESR signals, but the resultant radicals were unstable under ambient conditions. Theoretical DFT calculation indicated that the bisnitroxide radical, pyridine-2,6-diyl bis(t-butyl nitroxide), had a triplet ground state.

KW - Aminoxyl

KW - Free radical

KW - High-spin molecule

KW - Magnetic interaction

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DO - 10.1016/j.poly.2006.09.047

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SN - 0277-5387

VL - 26

SP - 1965

EP - 1969

JO - Polyhedron

JF - Polyhedron

IS - 9-11

ER -

Preparation, structures, and magnetic properties of precursors for chelating compounds of 2-pyridyl nitroxide derivatives

Abstract

Keywords

ASJC Scopus subject areas

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