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

Wallentin, Carl-Johan LU ; Orentas, Edvinas; Johnson, Magnus LU ; Butkus, Eugenijus; Wendt, Ola LU ; Ohrstrom, Lars and Wärnmark, Kenneth LU (2009) In Crysteengcomm 11(9). p.1837-1841
Abstract
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.
Please use this url to cite or link to this publication:
author
organization
publishing date
type
Contribution to journal
publication status
published
subject
in
Crysteengcomm
volume
11
issue
9
pages
1837 - 1841
publisher
Royal Society of Chemistry
external identifiers
  • wos:000268993300015
  • scopus:70350051484
ISSN
1466-8033
DOI
10.1039/b905122h
language
English
LU publication?
yes
id
74161807-9c83-4a79-b368-27863b9dfff5 (old id 1477345)
date added to LUP
2009-09-29 10:58:29
date last changed
2017-01-01 05:29:19
@article{74161807-9c83-4a79-b368-27863b9dfff5,
  abstract     = {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.},
  author       = {Wallentin, Carl-Johan and Orentas, Edvinas and Johnson, Magnus and Butkus, Eugenijus and Wendt, Ola and Ohrstrom, Lars and Wärnmark, Kenneth},
  issn         = {1466-8033},
  language     = {eng},
  number       = {9},
  pages        = {1837--1841},
  publisher    = {Royal Society of Chemistry},
  series       = {Crysteengcomm},
  title        = {Network analysis of bicyclo[3.3.1]nonanes: the diol, the dione and the acetal},
  url          = {http://dx.doi.org/10.1039/b905122h},
  volume       = {11},
  year         = {2009},
}