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Polymeric and polymer-ligated spirobicyclic zwitterionic Janovsky complexes |
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| Authors: | Adrian S Culf Ulrike Werner-Zwanziger Banghao Chen David A Barnett |
| Institution: | a Atlantic Cancer Research Institute, 35 Providence Street, Moncton, NB, Canada E1C 8X3 b Department of Chemistry, Mount Allison University, 63C York Street, Sackville, NB, Canada E4L 1G8 c Department of Chemistry, Institute for Research in Materials, Atlantic Region Magnetic Resonance Centre, Dalhousie University, 6274 Coburg Road, Halifax, NS, Canada B3H 4J3 d National Research Council of Canada, Institute for Information Technology, Scientific Park/55 Crowley Farm Road, Moncton, NB, Canada E1A 7R1 |
| Abstract: | A novel approach to the synthesis of spirobicyclic Janovsky complexes is described. The complexes were prepared on silica and polystyrene polymeric supports as well as on a solution-borne poly(carbodiimide) polymer with 100% atom economy. A carbon-centered intramolecular de-aromatizing nucleophilic aromatic substitution ipso-cyclization mechanism describes the synthesis of these spirobicyclics. The molecules were characterized by solution and solid-state 1H and 13C NMR, IR, and MS. |
| Keywords: | Janovsky Spirobicyclic Solid-phase synthesis NMR Anionic sigma complex |
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