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Synthesis and X-ray Crystallographic Characterization of Spiro Orthocarbonates

  • Park Young Ja (Department of Chemistry, Sook Myung Women's University) ;
  • No Kwang Hyun (Department of Chemistry, Sook Myung Women's University) ;
  • Kim Ju Hee (Department of Chemistry, Sook Myung Women's University) ;
  • Suh Il-Hwan (Department of Physics, College of Natural Sciences, Chungnam National University)
  • Published : 1992.08.20

Abstract

In this study we have synthesized two spiro orthocarbonates, which can be polymerized with volume expansion, and determined their crystal structures. The crystal data are as follows; 3,4,10,11-Di(9,10-dihydro-9,10-ethanoanthracenyl)- 1,6,8,13-tetraoxa-6.6-tridecane 5: a = 16.898 (1), b = 9.299 (1), c = 24.359 (2) ${\AA}$, $\beta$ = 123.73 $(7)^{\circ}$, space group P21/c and R = 0.073 for 2954 reflections; compound 8: a = 15.244 (4), b = 15.293 (3), c = 10.772 (3) $\AA$, ${\beta}$ = 99.45 $(2)^{\circ}$, space group P21/c and R = 0.082 for 2346 reflections. The seven-membered rings of compound 5 are chair forms and all the six-membered rings are boat shaped. For a six-membered spiro orthocarbonate, 3,9-Di(9-fluorenylidenyl)-1,4,6,9-tetraoxa-5,5-und ecane 8, fluorene groups [C(1) atom through C(13) atom] are planar within ${\pm}0.09{\AA}$ and the six-membered rings have chair conformations. The whole molecule has pseudo-C2 symmetry. The water molecules in the crystal are linked with each other through the hydrogen bond with distance of 2.790 (20) ${\AA}$.

Keywords

References

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  1. ChemInform Abstract: Synthesis and X-Ray Crystallographic Characterization of Spiro Orthocarbonates. vol.23, pp.46, 1992, https://doi.org/10.1002/chin.199246073
  2. Preparation of Asymmetric Spiro Orthocarbonates via Cyclic Thionocarbonates vol.24, pp.9, 1992, https://doi.org/10.5012/bkcs.2003.24.9.1371
  3. Free-Radical Polymerization and Ring-Expansion of a Cubane Acrylate: a Unique Low-Shrink Polymer vol.62, pp.2, 2009, https://doi.org/10.1071/ch08484
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