Structure of Disilylated Acetoacetohydroxamic Acid

[img]PDF - Authorized users only
Language: English
80Kb
Title:Structure of Disilylated Acetoacetohydroxamic Acid
Creators:
Schraml, Jan
Hetflejš, Jiří
Šabata, Stanislav
Blechta, Vratislav
Sýkora, Jan
Roithová, Jana
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 69, 7, pp. 1472-1478
Uncontrolled Keywords:Protecting groups, Hydroxamic acids, Ketenes, Silylation, Hydroxylamines, Silyl migration, NMR spectroscopy

Abstract

As proved by <sup>29</sup>Si and <sup>15</sup>N NMR spectra, the reaction of <i>N</i>,<i>O</i>-bis(trimethylsilyl)hydroxylamine with diketene yields a mixture of <i>E</i> and <i>Z</i> isomers of <i>O</i>,<i>O'</i>-bis(trimethylsilyl)acetoacetohydroximic acid ((<i>E</i>)-<strong>3</strong> and (<i>Z</i>)-<strong>3</strong>), and not the conformers of <i>N</i>,<i>O</i>-bis(trimethylsilyl)acetoacetohydroxamic acid (<strong>1</strong>), as believed up to now. In contrast, the acetylation of <i>N</i>,<i>O</i>-dimethylhydroxylamine leads to methyl <i>N</i>-methylacetohydroxamate (<strong>5</strong>), analogous to the structure <strong>1</strong>. <p>

Title:Structure of Disilylated Acetoacetohydroxamic Acid
Creators:
Schraml, Jan
Hetflejš, Jiří
Šabata, Stanislav
Blechta, Vratislav
Sýkora, Jan
Roithová, Jana
Uncontrolled Keywords:Protecting groups, Hydroxamic acids, Ketenes, Silylation, Hydroxylamines, Silyl migration, NMR spectroscopy
Divisions:Life and Chemical Sciences > Institute of Organic Chemistry and Biochemistry > Collection of Czechoslovak Chemical Communications
Journal or Publication Title:Collection of Czechoslovak Chemical Communications
Volume:69
Number:7
Page Range:pp. 1472-1478
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc20041472UNSPECIFIED
ID Code:2286
Item Type:Article
Deposited On:06 Feb 2009 17:17
Last Modified:06 Feb 2009 16:17

Citation

Schraml, Jan; Hetflejš, Jiří; Šabata, Stanislav; Blechta, Vratislav; Sýkora, Jan; Roithová, Jana (2004) Structure of Disilylated Acetoacetohydroxamic Acid. Collection of Czechoslovak Chemical Communications, 69 (7). pp. 1472-1478. ISSN 0010-0765

Repository Staff Only: item control page