Carbon-carbon double bond in pillar[5]arene cavity: Selective binding of cis/trans-olefin isomers

Publication date: Available online 20 February 2020Source: Chinese Chemical LettersAuthor(s): Xue Zhang, Xiaoyang Wang, Bin Wang, Zhi-Jun Ding, Chunju LiAbstractThe binding behavior of pillar[5]arenes (P5As) towards a series of olefin guests ((E)-1,4-dichlorobut-2-ene (1E), (Z)-1,4-dichlorobut-2-ene (1Z), (E)-but-2-ene-1,4-diol (2E), and (Z)-but-2-ene-1,4-diol (2Z), as well as an alkyne derivative 1,4-dichlorobut-2-yne (3)) have been studied in organic solution. P5As exhibit considerable selectivities for the trans-olefin isomers (1E and 2E) over their cis-isomers (1Z and 2Z). The cis/trans-selective interactions hold the potential of utilizing P5As to separate olefin isomers.Graphical abstractPillar[5]arenes showed interesting binding selectivity for the trans-olefin isomers over their cis-isomers in solution.
Source: Chinese Chemical Letters - Category: Chemistry Source Type: research