Publication detail
Multivariate Regression with Substituent Shift Increments. IV. 2-(4-X-Phenyl)-1H-isoindole-1,3(2H)-diones and 3-(4-X-Phenyl)2H-1,3-benzoxazine-2,4(3H)-diones.
Holík, M., Friedl, Z., Waisser, K., Gregor, J.
Original Title
Multivariate Regression with Substituent Shift Increments. IV. 2-(4-X-Phenyl)-1H-isoindole-1,3(2H)-diones and 3-(4-X-Phenyl)2H-1,3-benzoxazine-2,4(3H)-diones.
Type
journal article - other
Language
English
Original Abstract
Two series of para disubstituted benzenes were studied: 2-(4-X-phenyl)-1,3-dihydro-2H-isoindole-1,3-diones and 3-(4-X-phenyl)-3,4-dihydro-2H-1,3-benzoxazine-2,4-diones. Their H-1 and C-13 chemical shifts were correlated with substituent shift increments (SSI) aj and zj, respectively. Significant deviations from plain additivity were observed in the case of delta H3 and delta C13 chemical shifts. This can be explained by changes in diamagnetic anisotropy contribution induced by different twist of 4-substituent from the bezene plane caused by variable substituent in position 1.
Keywords
reversed substituent effect, AM1
Key words in English
substituent shift increments, NMR spectroscopy, H-1 and C-13, substituent effects, linear regression, proportionality relationship, benzoxazines
Authors
Holík, M., Friedl, Z., Waisser, K., Gregor, J.
RIV year
1999
Released
12. 5. 1999
Publisher
ČSCH
Location
Praha
ISBN
0010-0765
Periodical
Collection of Czechoslovak Chemical Communication
Year of study
64
Number
6
State
Czech Republic
Pages from
1709
Pages to
1726
Pages count
18
BibTex
@article{BUT37653,
author="Miroslav {Holík} and Zdeněk {Friedl} and Karel {Waisser} and Jiří {Gregor}",
title="Multivariate Regression with Substituent Shift Increments. IV. 2-(4-X-Phenyl)-1H-isoindole-1,3(2H)-diones and 3-(4-X-Phenyl)2H-1,3-benzoxazine-2,4(3H)-diones.",
journal="Collection of Czechoslovak Chemical Communication",
year="1999",
volume="64",
number="6",
pages="18",
issn="0010-0765"
}