Isotopic labelling studies of the deaminative fragmentation of N-nitrosohydroxylamines and related compounds by kinetics, millimetre-wave spectroscopy and O-17 NMR spectroscopy

被引：5

作者：

Haider, J ^{[1
]}

Hill, MNS ^{[1
]}

Menneer, ID ^{[1
]}

Maskill, H ^{[1
]}

Smith, JG ^{[1
]}

机构：

[1] UNIV NEWCASTLE UPON TYNE,DEPT CHEM,NEWCASTLE TYNE NE1 7RU,TYNE & WEAR,ENGLAND

来源：

CHEMICAL COMMUNICATIONS | 1997年 / 16期

关键词：

D O I：

10.1039/a703801a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Nitrous oxide enriched with O-18 has been identified by millimetre-wave spectroscopy from the acid-induced hydrolysis of N-1-(2-adamantyl)-N-2-[O-18]hydroxpdiazen-1-ium N-1-oxide 2 which, along with O-17 NMR studies and an alpha-deuterium kinetic isotope effect of k(H)/k(D) = 0.98 (+/-0.02) for N-nitroso-N-(2-[2-H-2] adamantyl)-O-benzylhydroxylamine 4, confirms (i) that nitrous oxide is liberated in these reactions, and (ii) that the fragmentations in these reactions are step-wise and not concerted.

引用

页码：1571 / 1572

页数：2

共 13 条

[1] SUBMILLIMETER WAVE SPECTRUM AND MOLECULAR-CONSTANTS OF N2O
ANDREEV, BA
BURENIN, AV
KARYAKIN, EN
KRUPNOV, AF
SHAPIN, SM
[J]. JOURNAL OF MOLECULAR SPECTROSCOPY, 1976, 62 (02) : 125 - 148
[2] BUTLER AR, 1990, CHEM BR, P419
[3] BUTLER AR, 1993, CHEM SOC REV, P233
[4] SOURCE MODULATED MICROWAVE SPECTROMETRY
CARPENTER, JH
COOPER, JD
SIMPSON, JB
SMITH, JG
WHIFFEN, DH
[J]. JOURNAL OF PHYSICS E-SCIENTIFIC INSTRUMENTS, 1974, 7 (08): : 678 - 681
[5] O-17-NMR SPECTRA OF MESOIONIC COMPOUNDS - THE POLARIZED CARBONYL GROUP
DAHN, H
UNGTRUONG, MN
[J]. HELVETICA CHIMICA ACTA, 1988, 71 (01) : 241 - 248
[6] FELDMAN PL, 1993, CHEM ENG NEWS, P26
[7] GILL PMW, 1987, J CHEM RES, P54
[8] SYNCHRONOUS CONCERTED BOND HETEROLYSES IN THE SOLVOLYSIS OF SUBSTITUTED BENZYL AZOXYARENESULPHONATES AND CHARACTERIZATION OF THE TRANSITION-STATE
GORDON, IM
MASKILL, H
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1989, (18) : 1358 - 1360
[9] COMPLEXES OF NO WITH NUCLEOPHILES AS AGENTS FOR THE CONTROLLED BIOLOGICAL RELEASE OF NITRIC-OXIDE - VASORELAXANT EFFECTS
MARAGOS, CM
MORLEY, D
WINK, DA
DUNAMS, TM
SAAVEDRA, JE
HOFFMAN, A
BOVE, AA
ISAAC, L
HRABIE, JA
KEEFER, LK
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1991, 34 (11) : 3242 - 3247
[10] SOLVOLYSIS OF SECONDARY ALKYL AZOXYTOSYLATES - A NEW REACTION RELATED TO SOLVOLYTIC DEAMINATION AND ARENESULFONATE SOLVOLYSIS
MASKILL, H
THOMPSON, JT
WILSON, AA
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1984, (10): : 1693 - 1703

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