Structural Chemistry

, Volume 23, Issue 1, pp 209–217

Structural studies of seven homoisoflavonoids, six thiohomoisoflavonoids, and four structurally related compounds

  • Arto Valkonen
  • Katri Laihia
  • Erkki Kolehmainen
  • Reijo Kauppinen
  • Pál Perjési
Original Research

DOI: 10.1007/s11224-011-9860-6

Cite this article as:
Valkonen, A., Laihia, K., Kolehmainen, E. et al. Struct Chem (2012) 23: 209. doi:10.1007/s11224-011-9860-6

Abstract

1H and 13C NMR chemical shifts have been determined and assigned based on PFG 1H, 13C HMQC, and HMBC experiments for 3-(4′-X-benzyl)-4-chromenones (Ia, X = CN and Ib, X = NO2), 3-(4′-X-benzyl)-4-thiochromenones (IIa, X = Cl and IIb, X = Br), (E)-3-(4′-X-benzylidene)-4-chromanones (IIIaIIIe, X = OCH3, CH3, Cl, N(CH3)2, Br), (Z)-3-(4′-X-benzylidene)4-thiochromanones (IVaIVd, X = Cl, Br, F, OCH3), 2-benzyl-1,2,3,4-tetrahydro-1-naphthol (V), 2-benzyl- and (E)-2-benzylidene-1-tetralones (VI and VII), and (E)-2-benzylidene-1-benzosuberol (VIII). The crystal structures have been determined for the following seven compounds: derivatives of 4-chromanones (IIIaIIId), 1-tetrahydronaphtol (V), and 1-tetralones (VI and VII). The molecular features and intermolecular interactions in crystal state have been discussed.

Keywords

HomoisoflavonoidThiohomoisoflavonoidNMRSingle crystal X-ray structure

Supplementary material

11224_2011_9860_MOESM1_ESM.pdf (3.2 mb)
Supplementary material 1 (PDF 3241 kb)

Copyright information

© Springer Science+Business Media, LLC 2011

Authors and Affiliations

  • Arto Valkonen
    • 1
  • Katri Laihia
    • 1
  • Erkki Kolehmainen
    • 1
  • Reijo Kauppinen
    • 1
  • Pál Perjési
    • 2
  1. 1.Department of ChemistryUniversity of JyväskyläJyväskyläFinland
  2. 2.Institute of Pharmaceutical ChemistryUniversity of PécsPécsHungary