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A catenane consisting of two [9]cycloparaphenylenes ([9]CPPs) has been synthesized. Density functional theory calculations suggested that [n]CPPs (n = 5, 6) are highly strained upon the formation of catenanes compared… Click to show full abstract
A catenane consisting of two [9]cycloparaphenylenes ([9]CPPs) has been synthesized. Density functional theory calculations suggested that [n]CPPs (n = 5, 6) are highly strained upon the formation of catenanes compared with the corresponding uncatenated CPPs, whereas [n]CPP catenanes (n ≥ 7) are not strained. The synthesis of ([9]CPP)([9]CPP)catenane was accomplished via the following route: (i) a spirosilylation, (ii) a nickel(0)-mediated macrocyclization, (iii) a desilylation, and (iv) reductive aromatization reactions. An X-ray diffraction analysis revealed a catenated structure of ([9]CPP)([9]CPP)catenane.
Journal Title: Organic letters
Year Published: 2020
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