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2.10.4.2 Ring Size and Substrates

DOI: 10.1055/sos-SD-222-00346

Lee, D.; Reddy Sabbasani, V.Science of Synthesis: Metal-Catalyzed Cyclization Reactions, (20162652.

The formation of cycloalkynes via diyne ring-closing metathesis should employ diyne substrates that form large enough cycles to accommodate an alkyne moiety without high ring strain. This structural characteristic of cycloalkynes limits the use of ring-closing alkyne metathesis to the formation of macrocycles larger than 12-membered rings. If alkyne-containing cycles have large enough ring strain then ring-opening metathesis would promote polymerization of the cycloalkynes.[‌207‌] Various polar functional groups on the diyne substrates can be used in ring-closing alkyne metathesis depending on the choice of catalyst.

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