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Paper | Regular issue | Vol 83, No. 4, 2011, pp.743-753
Published online, 18th February, 2011
DOI: 10.3987/COM-10-12124
Synthesis and Reactivity of 6H-Dibenzo[c,e][1,2]oxaphosphinine 6-Sulfide, a Novel Thiophosphacyclic Molecule

Muriel Rakotomalala, Sebastian Wagner, Thomas Zevaco, Michael Ciesielski, Olaf Walter, and Manfred Döring*

*Institute of Catalysis Research and Technology, Karlsruhe Institute of Technology, Hermann-von-Helmholtz Platz 1, 76344 Eggenstein-Leopoldshafen, Germany

Abstract

The new 6H-dibenzo[c,e][1,2]oxaphosphinine 6-sulfide (1) was synthesized and characterized by 1H-, 13C-, 31P-NMR, IR spectroscopy as well as X-ray diffraction and HR-MS. The reactivity of (1) was investigated with a series of test reactions, including Michael-type additions and the Atherton-Todd-reaction and finally compared to that of the parent 9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide.