ORGN 403 |
| Simona Guidotti1, Isabella Camurati1, Francesca Focante2, Gilberto Moscardi1, Luigi Resconi1, Rino Leardini2, and Daniele Nanni2. (1) Basell Polyolefins, P.le Donegani 12, CER/158, 44100 Ferrara, Italy, (2) Università di Bologna, 40136 Bologna, Italy |
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The reaction of pyrroles and indoles with B(C6F5)3 and BCl3 produces 1:1 B-N complexes containing highly acidic sp3 carbons, e.g. N-[ tris(pentafluorophenyl)borane] -5H-pyrrole and N-[ tris(pentafluorophenyl)borane] -3H-indole. With some derivatives, restricted rotation of the B(C6F5)3 moiety was observed by NMR, and the rotational barriers calculated. The acidity of the sp3 carbon in these complexes is shown by their ability to protonate NEt3, with formation of pyrrolyl- and indolyl-borate triethylammonium salts. |
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Physical Organic, Materials, Heterocycles, Aromatics, Metal-Mediated Reactions
8:00 PM-10:00 PM, Tuesday, September 9, 2003 Hilton New York -- Americas Hall 1, Poster
Division of Organic Chemistry |