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. Author manuscript; available in PMC: 2023 Jan 28.
Published in final edited form as: Chem Rev. 2021 Apr 9;121(12):6915–6990. doi: 10.1021/acs.chemrev.0c01212

Figure 19.

Figure 19.

The propensity for cycloaddition with azides is increased in cycloalkynes by the destabilization of the alkyne by proximal electron withdrawing groups (e.g. fluorine atoms) and by the increase of sp2 hybridized atoms in the ring.