Internal dynamics and guest binding of a sterically overcrowded host

Chemical Science
Susanne LöfflerGuido H Clever

Abstract

Substituent control in self-assembled host systems allows for a fine-tuning of structure, dynamics and guest preference. Flat banana-shaped ligands L1 assemble with Pd(ii) cations into the interpenetrated coordination cage dimer [3BF4@Pd4L18], capable of sequential guest uptake. In contrast, the introduction of bulky adamantyl groups in ligand L2 prevents dimerization and results in the clean formation of monomeric cage species [Pd2L24]. Owing to steric crowding, the adamantyl substituent is considerably bent sideways with respect to the ligand backbone, and is rapidly flipping between both faces of the free ligand giving rise to two energetically degenerate conformers. Surprisingly, the flipping is preserved in the cage, albeit at a lower rate due to entropic reasons. Despite the very dense packing within the self-assembled structure, the cage is able to encapsulate a series of bis-anionic guests in an induced-fit fashion. Electronic structure calculations revealed a substantial contribution from dispersion interactions between the guest and the surrounding adamantyl groups that stabilize the host-guest complex. Guest exchange kinetics were quantified and the influence that encapsulated guests imparted on the ligand flipping d...Continue Reading

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Citations

Feb 15, 2019·Angewandte Chemie·Thorben R SchulteGuido H Clever
Jun 4, 2019·Chemistry : a European Journal·Devjanee Bardhan, Dillip Kumar Chand
Aug 5, 2020·Chemical Communications : Chem Comm·Kevin Kei Gwan WongJames E M Lewis
May 17, 2017·Chemistry : a European Journal·Dan PrestonJames D Crowley
Aug 25, 2017·Nature Chemistry·Felix J Rizzuto, Jonathan R Nitschke
Jul 16, 2016·Chemistry : a European Journal·Marina FrankGuido H Clever
Jun 2, 2017·Chemical Science·Suzanne M JanszeKay Severin
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May 26, 2017·Angewandte Chemie·Witold M BlochGuido H Clever
Jun 11, 2019·Organic Chemistry Frontiers : an International Journal of Organic Chemistry·Irazema J IslasByron W Purse
Aug 4, 2016·Chemical Communications : Chem Comm·Marcel KrickGuido H Clever
Jun 2, 2016·Chemistry : a European Journal·Mark D JohnstoneGuido H Clever
Jun 8, 2021·Chemical Science·David A PooleJoost N H Reek
Sep 20, 2018·Inorganic Chemistry·Hareesha DasaryDillip Kumar Chand
Sep 23, 2016·Journal of the American Chemical Society·Witold M BlochGuido H Clever
Aug 18, 2017·Accounts of Chemical Research·Guido H Clever, Philip Punt
Dec 17, 2021·Journal of the American Chemical Society·Yuri KatagiriMichito Yoshizawa

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Methods Mentioned

BETA
NMR
X-ray
1

Software Mentioned

Crystal Explorer

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