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"
}