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. 2019 Mar 15;119(7):4717–4776. doi: 10.1021/acs.chemrev.8b00601

Figure 8.

Figure 8

Sequential coupling strategy. (a) The DN precursor can experience two distinct reaction pathways associated with different internal reorganizations of the molecule. On Au(111), a dehydrogenation reaction is followed by Ullmann coupling leading to the formation of 1D polymer chains. On Ag(111) a dehydration reaction is accompanied by dehalogenation leading to the formation of individual monomers or dimers. (b) Domino reaction with the ENA precursor. The dehydrogenative coupling of the carboxylic moieties is allowed only after the Glaser coupling of the terminal alkyne has been realized. (a) Adapted with permission from ref (159). Copyright 2017 American Chemical Society. (b) Adapted with permission from ref (161). Copyright 2016 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.