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An Adaptable Water-Soluble Molecular Boat for Selective Separation of Phenanthrene from Isomeric Anthracene.

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Anthracene crude oil is a common source of phenanthrene for its industrial use. The isolation of phenanthrene from this source is a challenging task due to very similar physical properties… Click to show full abstract

Anthracene crude oil is a common source of phenanthrene for its industrial use. The isolation of phenanthrene from this source is a challenging task due to very similar physical properties to its isomer anthracene. We report here a water-soluble Pd(II) molecular boat (MB1) with unusual structural topology that was obtained by assembling a flexible tetrapyridyl donor (L) with a cis-Pd(II) acceptor. The flexible backbone of the boat enabled it to breathe in the presence of a guest optimizing the fit within the cavity. The boat binds phenanthrene more strongly than anthracene, which enabled separation of phenanthrene with an >98% purity from an equimolar mixture of the two isomers using MB1 as an extracting agent. MB1 represents a unique example of a coordination receptor suitable for selective aqueous extraction of phenanthrene from anthracene with reusability of several cycles.

Keywords: phenanthrene; separation phenanthrene; molecular boat; boat; soluble molecular; water soluble

Journal Title: Journal of the American Chemical Society
Year Published: 2022

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