UMWANDLUNG VON 2,2-DIPHENYL-2-FLUOR-2,3-DIHYDRO-1,3,2-BENZOXAZAPHOSPHOLEN I
- 1 March 1980
- journal article
- research article
- Published by Taylor & Francis in Phosphorus and Sulfur and the Related Elements
- Vol. 8 (1) , 59-66
- https://doi.org/10.1080/03086648008078162
Abstract
Das Fluoratom in 2,2-Diphenyl-2-fluor-2,3-dihydro-1,3,2-benzoxazaphospholen A ist sehr reaktiv, so daß verschiedene nucleophile Reaktionen mit guten Ausbeuten möglich sind. Bei Einwirkung metallorganischer Verbindungen entstehen 2,2,2-Triorganyl-dihydrophosphole bzw. die entsprechenden (o-Hydroxyphenyl)-iminophosphorane. Durch Umsetzung mit Natriumalkoholaten kann in glatter Reaktion das Fluor gegen eine Alkoxygruppe ausgetauscht werden. Die so dargestellten p-Alkoxydihydro-benzoxazaphosphole lassen sich zu den durch Ringöffnung entstehenden entsprechenden Iminophosphoranyl-phenoxylen oxidieren. Die Strukturen der neu dargestellten Verbindungen werden insbesondere durch NMR- (1H, 31P, 15N) und ESR-Spektren gesichert. The reactivity of the fluoro atom in the 2,2-diphenyl-2-fluoro-2,3-dihydro-1,3,2-benzoxazaphospholes A permits several nucleophilic reactions. The yields of the products obtained are generally good. Addition of metalorganic compounds to A leads to (o-hydroxyphenyl)-iminophosphoranes. In the reaction of A with sodium alcoholates an exchange of the fluoro atom by an alkoxy group takes place. Oxydation of these p-alkoxy-dihydro-benzoxazaphospholes proceeds under ring opening to the corresponding iminophosphoranyl phenoxyles. The structures of the new compounds are investigated mainly by nmr (1H, 31P, 15N) and esr spectroscopy.Keywords
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