Stereoselective Synthesis and X-ray Structures of Alkenyliodonium Salts with a Pyridine N-Oxide Moiety

Abstract

A concise preparation and characterization of substituted 1-{[(Z)-1-phenyl-2-phenyliodonio)vinyl]oxy}pyridinium ditosylates is presented. Determination of the X-ray crystal structure reveals a pseudo-square planar molecular geometry about iodine.

Key words

hypervalent iodine - alkynyliodonium salts - iodonium ylides - alkenyliodonium salts - X-ray crystallography

References

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8

Using 7b as a nucleophile, the observed decomposition products included iodobenzene, protonated 4-picoline N-oxide, and an intractable mixture of minor products.

10

Crystallographic data for 9b has been deposited with the Cambridge Crystallographic Data Centre (CCDC 760557). Copies of this information can be obtained free of charge via www.ccdc.cam.ac.uk.