Kinetics and mechanism of nucleophilic addition to nitric oxide: Secondary amine diazeniumdiolation

被引：11

作者：

Bohle, D. Scott ^{[1
]}

Smith, Kamilah N. ^{[1
]}

机构：

[1] McGill Univ, Dept Chem, Montreal, PQ H3A 2K6, Canada

来源：

INORGANIC CHEMISTRY | 2008年 / 47卷 / 10期

关键词：

D O I：

10.1021/ic800027m

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

kinetics of nitric oxide (NO) addition to dipropylamine and pyrrolidine are determined for a range of solvents and NO pressures. A new isobaric technique is utilized to determine the order of NO, and the kinetics are shown to conform to reactions which are either mono- or bimolecular in NO depending upon the conditions. The mechanism is interpreted in terms of competitive addition of amine to either NO or its dimer.

引用

页码：3925 / 3927

页数：3

共 20 条

[11] Chemistry of the nitric oxide-releasing diazeniumdiolate ("nitrosohydroxylamine") functional group and its oxygen-substituted derivatives [J].

Hrabie, JA ;

Keefer, LK .

CHEMICAL REVIEWS, 2002, 102 (04) :1135-1154

[12] Kinetics of the oxidation of triphenylphosphine by nitric oxide [J].

Lim, MD ;

Lorkovic, IM ;

Ford, PC .

INORGANIC CHEMISTRY, 2002, 41 (04) :1026-+

[13] Diffusion-limited reaction of free nitric oxide with erythrocytes [J].

Liu, XP ;

Miller, MJS ;

Joshi, MS ;

Sadowska-Krowicka, H ;

Clark, DA ;

Lancaster, JR .

JOURNAL OF BIOLOGICAL CHEMISTRY, 1998, 273 (30) :18709-18713

[14] Rapid reduction of nitric oxide to dinitrogen by zirconium(II): Kinetic studies on a reaction controlled by gas-liquid transport [J].

McNeill, K ;

Bergman, RG .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (36) :8260-8269

[15] Targeting nitric oxide (NO) delivery in vivo. Design of a liver-selective NO donor prodrug that blocks tumor necrosis factor-alpha-induced apoptosis and toxicity in the liver [J].

Saavedra, JE ;

Billiar, TR ;

Williams, DL ;

Kim, YM ;

Watkins, SC ;

Keefer, LK .

JOURNAL OF MEDICINAL CHEMISTRY, 1997, 40 (13) :1947-1954

[16]

SLUYTS EJ, 1994, J MOL STRUCT, P320

[17]

van t Hoff J. H., 1894, BER DTSCH CHEM GES, V27, P6

[18] On the reaction of alcoholates with nitrogen oxide (II. Announcement.). [J].

Wieland, H ;

Kerr, FN .

BERICHTE DER DEUTSCHEN CHEMISCHEN GESELLSCHAFT, 1930, 63 :570-579

[19] Conformation of peroxynitrite:: Determination by crystallographic analysis [J].

Wörle, M ;

Latal, P ;

Kissner, R ;

Nesper, R ;

Koppenol, WH .

CHEMICAL RESEARCH IN TOXICOLOGY, 1999, 12 (04) :305-307

[20] Theoretical evidence for enhanced NO dimerization in aromatic hosts:: Implications for the role of the electrophile (NO)2 in nitric oxide chemistry [J].

Zhao, YL ;

Bartberger, MD ;

Goto, K ;

Shimada, K ;

Kawashima, T ;

Houk, KN .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (22) :7964-7965

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