Solution and solid-state study of the structure of azo-coupling products from isomeric enaminones possessing tert-butyl group: An unprecedented observation of pure hydrazo form in azo coupled N-alkyl-enaminones

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216275%3A25310%2F14%3A39897771" target="_blank" >RIV/00216275:25310/14:39897771 - isvavai.cz</a>

Result on the web

<a href="http://dx.doi.org/10.1016/j.molstruc.2014.06.069" target="_blank" >http://dx.doi.org/10.1016/j.molstruc.2014.06.069</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1016/j.molstruc.2014.06.069" target="_blank" >10.1016/j.molstruc.2014.06.069</a>

Result language

angličtina

Original language name

Solution and solid-state study of the structure of azo-coupling products from isomeric enaminones possessing tert-butyl group: An unprecedented observation of pure hydrazo form in azo coupled N-alkyl-enaminones

Original language description

The structure of the azo-coupling products from enaminones derived from 4,4-dimethyl-1-phenylpentane-1,3-dione has been studied by means of solution-state 1H, 13C and 15N NMR spectroscopy and X-ray diffractometry. The presence of bulky tert-butyl group hinders or even prevents from the formation of planar conjugated heterodiene system H-N-C=C-N=N with an intramolecular hydrogen bond N-H???N= which is the prerequisite for fast tautomeric exchange imino-hydrazo - enamino-azo. The minor amount of azo compounds is formed by a proton exchange through a hydrogen bond N-H???N, which is either intramolecular (in solution) or intermolecular (solid state). The intermolecular exchange proceeds via the dimers of the azo coupling products. This is unprecedented result among the similar molecules hitherto studied.

Czech name

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Czech description

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Type

J_x - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

CEP classification

CC - Organic chemistry

OECD FORD branch

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Project

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Continuities

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Publication year

2014

Confidentiality

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Name of the periodical

Journal of Molecular Structure

ISSN

0022-2860

e-ISSN

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Volume of the periodical

1075

Issue of the periodical within the volume

October

Country of publishing house

NL - THE KINGDOM OF THE NETHERLANDS

Number of pages

9

Pages from-to

187-195

UT code for WoS article

000342254500024

EID of the result in the Scopus database

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