1H and 13C NMR spectra of 2,2’-disubstitutedtrans-azobenzenes suitable for preparation of metallized azo dyes

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Title:1H and 13C NMR spectra of 2,2’-disubstitutedtrans-azobenzenes suitable for preparation of metallized azo dyes
Creators:
Jirman, Josef
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 56, 10, pp. 2160-2168

Abstract

The <sup>1</sup>H and <sup>13</sup>C NMR spectra have been measured of six <i>trans</i>-azobenzenes substituted at 2 and 2’ positions with substituents favourable for complex formation with a metal (OH, NH<sub>2</sub>, NHCOCH<sub>3</sub>, COOH). From the standpoint of NMR such substituted <i>trans</i>-azobenzenes are present in solution in a rapid equilibrium following from rotation around the bond between C-1 of phenyl group and N atom of azo linkage. The predominant form has the substituent in the <i>syn</i>-position with respect to the free electron pair of the nearer azo nitrogen atom. The equilibrium is affected by dipolar aprotic solvents (such as hexadeuteriodimethyl sulfoxide) by decreasing the presence of the predominant form by 1 to 11%.

Title:1H and 13C NMR spectra of 2,2’-disubstitutedtrans-azobenzenes suitable for preparation of metallized azo dyes
Creators:
Jirman, Josef
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:56
Number:10
Page Range:pp. 2160-2168
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc19912160UNSPECIFIED
ID Code:5144
Item Type:Article
Deposited On:22 Feb 2010 11:31
Last Modified:22 Feb 2010 10:31

Citation

Jirman, Josef (1991) 1H and 13C NMR spectra of 2,2’-disubstitutedtrans-azobenzenes suitable for preparation of metallized azo dyes. Collection of Czechoslovak Chemical Communications, 56 (10). pp. 2160-2168. ISSN 0010-0765

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