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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
Competing ring cleavage of transient O-protonated oxaphosphirane complexes: 1,3-oxaphospholane and η2-Wittig ylide
Janaina Marinas Pérez1, Carolin Albrecht, Holger Helten
1Institut für Anorganische Chemie der Rheinischen Friedrich-Wilhelms-Universität Bonn, Gerhard-Domagk-Str. 1, 53121 Bonn, Germany.
Abstract:
O-Protonation and ring cleavage of oxaphosphirane complexes 1a,b enabled the synthesis of novel compounds such as the bicyclic 1,3-oxaphospholane complex 5 and the η(2)-Wittig ylide complex 7, which demonstrate the emerging chemistry of this new reactive intermediate. Whereas P-O bond cleavage occurred, in the first case, thus revealing the superior ability of the P-bonded Cp* group to stabilize cationic charge, in the second case competing C-O and P-O bond cleavages occurred, thus leading to a mixture of complexes 3, 4 and 7.
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