N-(2-Methyl-5-tert-butyl-phenyl)-N-tert-butyl-nitroxide, a new thermally stable nitroxide

被引：3

作者：

Marx, Lucien ^{[1
]}

Rassat, Andre

机构：

[1] PSL Res Univ, Ecole Normale Super, Dept Chem, F-75231 Paris 05, France

来源：

TETRAHEDRON LETTERS | 2015年 / 56卷 / 14期

关键词：

Nitroxides; Hydroxylamines; Decomposition; RADICALS; STABILITY; ABILITY;

D O I：

10.1016/j.tetlet.2014.12.119

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Quenching with tert-butyl nitroso 2-lithio-4-tert-butyl toluene prepared by an exchange reaction with t-butyl-lithium, followed by acidic hydrolysis furnishes in good yields the corresponding aromatic hydroxylamine whose oxidation affords the nitroxide, N-(2-methyl-5-tert-butyl-phenyl)-N-tert-butyl-nitroxide. This nitroxide did not undergo decomposition after heating 17 h in solution at 105 degrees C. (C) 2015 Elsevier Ltd. All rights reserved.

引用

页码：1762 / 1763

页数：2

共 26 条

[11] What's new in stable radical chemistry? [J].

Hicks, Robin G. .

ORGANIC & BIOMOLECULAR CHEMISTRY, 2007, 5 (09) :1321-1338

[12]

Hutchinson R. A., 2014, 248 NAT M AM CHEM SO

[13] STUDIES OF ORGANIC DIRADICALS, OLIGORADICALS, AND POLYRADICALS BY MEANS OF THEIR BULK MAGNETIC-PROPERTIES [J].

IWAMURA, H ;

KOGA, N .

ACCOUNTS OF CHEMICAL RESEARCH, 1993, 26 (06) :346-351

[14] NEWER ASPECTS OF SYNTHESIS AND CHEMISTRY OF NITROXIDE SPIN LABELS [J].

KEANA, JFW .

CHEMICAL REVIEWS, 1978, 78 (01) :37-64

[15] An unpaired electron-based hole-transporting molecule: Triarylamine-combined nitroxide radicals [J].

Kurata, Takashi ;

Koshika, Kenichiroh ;

Kato, Fumiaki ;

Kido, Junji ;

Nishide, Hiroyuki .

CHEMICAL COMMUNICATIONS, 2007, (28) :2986-2988

[16] Hetero-Cope rearrangement for the synthesis of potassium 5-tert-butyl-2-(tert-butyl-aminoxy)-benzoate, a highly water-soluble stable free radical [J].

Marx, L ;

Rassat, A .

TETRAHEDRON LETTERS, 2002, 43 (14) :2613-2614

[17]

Marx L, 2000, ANGEW CHEM INT EDIT, V39, P4494, DOI 10.1002/1521-3773(20001215)39:24<4494::AID-ANIE4494>3.0.CO

[18]

2-X

[19] Polyether-bridged bis(tert-butyl nitroxide) paramagnetic hosts showing receptor ability to calcium(II) and barium(II) ions [J].

Osada, Sayaka ;

Hirosawa, Naoki ;

Ishida, Takayuki .

TETRAHEDRON, 2012, 68 (31) :6193-6197

[20] Strong ferromagnetic exchange couplings in copper(II) and nickel(II) complexes with a paramagnetic tridentate chelate ligand, 2,2′-bipyridin-6-yl tert-butyl nitroxide [J].

Osanai, Keita ;

Okazawa, Atsushi ;

Nogami, Takashi ;

Ishida, Takayuki .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (43) :14008-14009

← 1 2 3 →