Network analysis of bicyclo[3.3.1]nonanes: the diol, the dione and the acetal

Carl-Johan Wallentin, Edvinas Orentas, Magnus Johnson, Eugenijus Butkus, Ola Wendt, Lars Ohrstrom, Kenneth Wärnmark

Research output: Contribution to journalArticlepeer-review


The solid state structure of endo,endo-bicyclo[3.3.1]nonane-2,6-diol, rac-2, shows a hydrogen bonded, three-connected, chiral 3D-net with utg-topology, distinctively different from those formed by the so called tubuland diols, e.g. 2,6-dimethylbicyclo[3.3.1]nonane-exo2, exo-6-diol, rac-5, that crystallise as three-connected, chiral etanets and from the qtz-net formed by weaker hydrogen bonds in the bicyclo[3.3.1]nonane-2,6-dione, 3. The protected bicyclo[3.3.1]nonane2,6-dione, bis-2,6-ethylenedioxy acetal, 4, has a structure governed by weaker forces and can be interpreted as close packed stacks.
Original languageEnglish
Pages (from-to)1837-1841
Issue number9
Publication statusPublished - 2009

Bibliographical note

The information about affiliations in this record was updated in December 2015.
The record was previously connected to the following departments: Organic chemistry (S/LTH) (011001240)

Subject classification (UKÄ)

  • Organic Chemistry


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