Effect of a phosphorus atom upon vicinal 1H-1H coupling constants in pyranose derivatives having a C-P bond

Additivity rule for the effect of phosphorus substituents

Tadashi Hanaya, Hiroshi Yamamoto

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

Additivity constants for phosphorus were estimated for the prediction of vicinal 1H-1H coupling constants by means of an additivity rule in a series of pyranose analogs having phosphorus as the ring heteroatom. The experimental J values were well reproduced by employing the proposed additivity constants with a small overall root-mean-square difference of 0.32 Hz. The prediction of coupling constants was employed for the investigation of conformational equilibria of pyranose analogs having a phosphinyl group in the ring or on the ring-carbon.

Original languageEnglish
Pages (from-to)157-162
Number of pages6
JournalCarbohydrate Research
Volume306
Issue number1-2
DOIs
Publication statusPublished - Jan 1998

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Phosphorus
Derivatives
Atoms
Carbon

Keywords

  • Additivity rule for substituents
  • Phosphosugar
  • Pyranose analogs having a C-P bond
  • Vicinal coupling constants

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Biology
  • Organic Chemistry

Cite this

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abstract = "Additivity constants for phosphorus were estimated for the prediction of vicinal 1H-1H coupling constants by means of an additivity rule in a series of pyranose analogs having phosphorus as the ring heteroatom. The experimental J values were well reproduced by employing the proposed additivity constants with a small overall root-mean-square difference of 0.32 Hz. The prediction of coupling constants was employed for the investigation of conformational equilibria of pyranose analogs having a phosphinyl group in the ring or on the ring-carbon.",
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AU - Yamamoto, Hiroshi

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AB - Additivity constants for phosphorus were estimated for the prediction of vicinal 1H-1H coupling constants by means of an additivity rule in a series of pyranose analogs having phosphorus as the ring heteroatom. The experimental J values were well reproduced by employing the proposed additivity constants with a small overall root-mean-square difference of 0.32 Hz. The prediction of coupling constants was employed for the investigation of conformational equilibria of pyranose analogs having a phosphinyl group in the ring or on the ring-carbon.

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KW - Pyranose analogs having a C-P bond

KW - Vicinal coupling constants

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