Phenyl-Perfluorophenyl Stacking Interactions: A New Strategy for Supermolecule Construction

Angewandte Chemie (International Edition in English)

Volumn 36, Issue 3, 1997, Pages 248-251

  Coates, Geoffrey W ^a   Dunn, Alex R ^a   Henling, Lawrence M ^a   Dougherty, Dennis A ^a   Grubbs, Robert H ^a  

^a California Institute of Technology   (United States)

Author keywords

Alkynes; Arenes; Polymerizations; Solid state synthesis; Stacking interactions

Indexed keywords

EID: 0031001589     PISSN: 05700833     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.199702481     Document Type: Article

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49. -3.
50. b) Crystallographic data (excluding structure facto rs) for the structures reported in this paper have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication no. CCDC-179-142. Copies of the data can be obtained free of charge on application to: The Director, CCDC, 12 Union Road, Cambridge CB2 1EZ UK (fax: int. code + (1223) 336-033; e-mail: deposit@chemcrys.cam.ac.uk).
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53. The compound 2,3,4,5,6-pentafluorobiphenyl is known to stack in columns (similar to biphenyl and decafluorobiphenyl), and in this case the molecules are organized in a head-to-tail arrangement: C. P. Brock, D. G. Naae, N. Goodhand, T. A. Hamor, Acta Crystallogr. Sect. B 1978, 34, 3691-3696 ). In addition, we have found that 2,3,4,5.6-pentafluorodiphenylacetylene is organized in a similar manner: L. M. Henling, A. R. Dunn, G. W. Coates, R. H. Grubbs, Acta Crystallogr. Sect. B, submitted).
54. -3 [45b].
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58. We have tentatively ruled out a possible ladder structure (see ref. [35]), as the UV/Vis spectrum of the polymers are significantly different than that of the model compound decaphenylanthracene (ref. [40]).