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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 CrystEngComm 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.
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author
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organization
publishing date
type
Contribution to journal
publication status
published
subject
in
CrystEngComm
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
additional info
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)
id
74161807-9c83-4a79-b368-27863b9dfff5 (old id 1477345)
date added to LUP
2016-04-01 13:08:09
date last changed
2022-01-27 17:34:12
@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       = {{CrystEngComm}},
  title        = {{Network analysis of bicyclo[3.3.1]nonanes: the diol, the dione and the acetal}},
  url          = {{http://dx.doi.org/10.1039/b905122h}},
  doi          = {{10.1039/b905122h}},
  volume       = {{11}},
  year         = {{2009}},
}