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Reaction of ferrocenylmethanol, FcCH2OH, with beta-cyano-N,N-diisopropyl chlorophosphoramidite in dichloromethane yields the ferrocenylmethylphosphonate derivative, FcCH2P(O)(N(iPr)2)(OCH2CH2CN), 2a. The crystal and molecular structure of 2a is presented. 31P NMR data suggest that this is formed from FcCH2OP(N(iPr)2)(OCH2CH2CN) via a Michaelis-Arbusov-type rearrangement. Similar behaviour was also observed for 1,2-phenylene chlorophosphite and diethyl chlorophosphite.
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Reference:
Iron Catalysis in Organic Synthesis | Chemical Reviews,
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion