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Hinged bis-porphyrin scaffolds I. The synthesis of a new porphyrin diene and its role in constructing hinged porphyrin dyads and cavity systems

Journal Article


Abstract


  • Norbornene building BLOCKs formed by the reaction of porphyrin 1,3-dienes with norbornadiene or dimethyl tricyclo[4.2.1.0(2,5)]nona-2,7-diene-3,4-dicarboxylate were coupled with an ester-activated cyclobutene epoxide BLOCK to afford the first examples of hinged porphyrin-spacer-acceptor dyads. Similar dual coupling with a bis-(cyclobutene epoxide) formed doubly hinged POR-spacer-POR scaffolds separated by up to 16 sigma-bonds. The ability of the doubly hinged ZnPOR-16 sigma-ZnPOR scaffold to adopt cavity-shaped conformations was indicated by semiempirical AM1 calculations of these conformationally flexible bis-porphyrin scaffolds. (C) 2008 Elsevier Ltd. All rights reserved.

Authors


  •   Tang, Hesheng (external author)
  •   Dong, Zemin (external author)
  •   Merican, Zul (external author)
  •   Margetic, Davor (external author)
  •   Zeljko, Marinic (external author)
  •   Gunter, J Maxwell (external author)
  •   Officer, David L.
  •   Butler, Douglas N. (external author)
  •   Warrener, Ronald N. (external author)

Publication Date


  • 2009

Citation


  • Tang, H., Dong, Z., Merican, Z., Margetic, D., Zeljko, M., Gunter, J., Officer, D. L., Butler, D. & Warrener, R. N. (2009). Hinged bis-porphyrin scaffolds I. The synthesis of a new porphyrin diene and its role in constructing hinged porphyrin dyads and cavity systems. Tetrahedron Letters, 50 (6), 667-670.

Scopus Eid


  • 2-s2.0-57749190790

Ro Metadata Url


  • http://ro.uow.edu.au/scipapers/3282

Number Of Pages


  • 3

Start Page


  • 667

End Page


  • 670

Volume


  • 50

Issue


  • 6

Place Of Publication


  • http://www.elsevier.com/wps/find/journaldescription.cws_home/233/description#description

Abstract


  • Norbornene building BLOCKs formed by the reaction of porphyrin 1,3-dienes with norbornadiene or dimethyl tricyclo[4.2.1.0(2,5)]nona-2,7-diene-3,4-dicarboxylate were coupled with an ester-activated cyclobutene epoxide BLOCK to afford the first examples of hinged porphyrin-spacer-acceptor dyads. Similar dual coupling with a bis-(cyclobutene epoxide) formed doubly hinged POR-spacer-POR scaffolds separated by up to 16 sigma-bonds. The ability of the doubly hinged ZnPOR-16 sigma-ZnPOR scaffold to adopt cavity-shaped conformations was indicated by semiempirical AM1 calculations of these conformationally flexible bis-porphyrin scaffolds. (C) 2008 Elsevier Ltd. All rights reserved.

Authors


  •   Tang, Hesheng (external author)
  •   Dong, Zemin (external author)
  •   Merican, Zul (external author)
  •   Margetic, Davor (external author)
  •   Zeljko, Marinic (external author)
  •   Gunter, J Maxwell (external author)
  •   Officer, David L.
  •   Butler, Douglas N. (external author)
  •   Warrener, Ronald N. (external author)

Publication Date


  • 2009

Citation


  • Tang, H., Dong, Z., Merican, Z., Margetic, D., Zeljko, M., Gunter, J., Officer, D. L., Butler, D. & Warrener, R. N. (2009). Hinged bis-porphyrin scaffolds I. The synthesis of a new porphyrin diene and its role in constructing hinged porphyrin dyads and cavity systems. Tetrahedron Letters, 50 (6), 667-670.

Scopus Eid


  • 2-s2.0-57749190790

Ro Metadata Url


  • http://ro.uow.edu.au/scipapers/3282

Number Of Pages


  • 3

Start Page


  • 667

End Page


  • 670

Volume


  • 50

Issue


  • 6

Place Of Publication


  • http://www.elsevier.com/wps/find/journaldescription.cws_home/233/description#description