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Phospholes with Reduced Pyramidal Character from Steric Crowding. 1. Synthesis and NMR Characterization of 1-(2,4-Di-tert-butyl-6-methylphenyl)-3-methylphosphole.The Journal of organic chemistry, 61 22
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X-Ray crystal structure and Diels–Alder reactivity of the 3,4-dimethyl-2H-phosphole dimerJournal of The Chemical Society, Chemical Communications
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- Publisher
- Wiley
- Copyright
- Copyright © 2003 Wiley Periodicals, Inc.
- ISSN
- 1042-7163
- eISSN
- 1098-1071
- DOI
- 10.1002/hc.10151
- Publisher site
- See Article on Publisher Site
Abstract
1‐(2,4,6‐Trialkylphenyl)phospholes 1a,b possess a moderate aromatic character. Despite of that they underwent a sigmatropic rearrangement at 150°C to afford 2H‐phospholes 2a,b which by trapping with tolane, or in reaction with another unit of 2 gave (4 + 2) cycloadducts 3a,b, or in a reversible reaction, dimer 6, respectively. Dedimerization of species 6 at 150°C in the presence of tolane, or at 0°C under oxidative circumstances, led to 1‐phosphanorbornadiene 3a, or phosphole oxide dimer 8, respectively. © 2003 Wiley Periodicals, Inc. Heteroatom Chem 14:316–319, 2003; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.10151
Journal
Heteroatom Chemistry – Wiley
Published: Jan 1, 2003