Beilstein J. Org. Chem.2016,12, 406–412, doi:10.3762/bjoc.12.43
efficient one-pot process for the synthesis of 3-substituted phospholanes and α,ω-bisphospholanes was developed. The method involves the replacement of aluminium in aluminacyclopentanes, prepared in situ by catalytic cycloalumination of α-olefins and α,ω-diolefins, by phosphorus atoms on treatment with
with molybdenum hexacarbonyl. The structure of the complexes was proved by multinuclear 1H, 13C, and 31P spectroscopy.
Keywords: aluminacyclopentanes; Dzhemilev reaction; molybdenum complexes; phospholanes; zirconium complexes; Introduction
A widely used approach for the synthesis of cyclic
, hex-1-ene, and oct-1-ene that aluminacyclopentanes, prepared by the reaction of these alkenes with Et3Al in the presence of 5 mol % Cp2ZrCl2 (20 °С, 6–8 h), react in situ with RPCl2 (R = Me, Ph) in toluene for 30 min with replacement of the Al atom by a P atom to give the respective phospholanes in 79
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Graphical Abstract
Scheme 1:
Synthesis of 3-substituted phospholanes according to earlier data [14-17].