Trinuclear cage-like Zn(II) macrocyclic complexes: enantiomeric recognition and gas adsorption properties

Jan Janczak , Daniel Prochowicz , Janusz Lewiński , David Fairen-Jimenez , Tomasz Bereta , Jerzy Lisowski

Abstract

Three zinc(II) ions in combination with two units of enantiopure [3+3] triphenolic Schiff-base macrocycles 1, 2, 3, or 4 form cage-like chiral complexes. The formation of these complexes is accompanied by the enantioselective self-recognition of chiral macrocyclic units. The X-ray crystal structures of these trinuclear complexes show hollow metal–organic molecules. In some crystal forms, these barrel-shaped complexes are arranged in a window-to-window fashion, which results in the formation of 1D channels and a combination of both intrinsic and extrinsic porosity. The microporous nature of the [Zn312] complex is reflected in its N2, Ar, H2, and CO2 adsorption properties. The N2 and Ar adsorption isotherms show pressure-gating behavior, which is without precedent for any noncovalent porous material. A comparison of the structures of the [Zn312] and [Zn332] complexes with that of the free macrocycle H31 reveals a striking structural similarity. In H31, two macrocyclic units are stitched together by hydrogen bonds to form a cage very similar to that formed by two macrocyclic units stitched together by ZnII ions. This structural similarity is manifested also by the gas adsorption properties of the free H31 macrocycle. Recrystallization of [Zn312] in the presence of racemic 2-butanol resulted in the enantioselective binding of (S)-2-butanol inside the cage through the coordination to one of the ZnII ions.
Author Jan Janczak
Jan Janczak,,
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, Daniel Prochowicz ZKChM - [Institute of Physical Chemistry Polish Academy of Sciences (IChF PAN)]
Daniel Prochowicz,,
- Department Of Catalysis And Organometallic Chemistry
- Instytut Chemii Fizycznej Polskiej Akademii Nauk
, Janusz Lewiński ZKChM - [Institute of Physical Chemistry Polish Academy of Sciences (IChF PAN)]
Janusz Lewiński,,
- Department Of Catalysis And Organometallic Chemistry
- Instytut Chemii Fizycznej Polskiej Akademii Nauk
, David Fairen-Jimenez
David Fairen-Jimenez,,
-
, Tomasz Bereta
Tomasz Bereta,,
-
, Jerzy Lisowski
Jerzy Lisowski,,
-
Journal seriesChemistry-A European Journal, ISSN 0947-6539
Issue year2016
Vol22
No2
Pages598-609
Publication size in sheets0.55
DOIDOI:10.1002/chem.201503479
URL http://onlinelibrary.wiley.com/doi/10.1002/chem.201503479/full
Languageen angielski
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Janczak_et_al-2016-Chemistry_-_A_European_Journal.pdf 3.92 MB
Score (nominal)40
ScoreMinisterial score [Punktacja MNiSW] = 40.0, 28-11-2017, ArticleFromJournal
Ministerial score (2013-2016) [Punktacja MNiSW (2013-2016)] = 40.0, 28-11-2017, ArticleFromJournal
Publication indicators WoS Impact Factor [Impact Factor WoS]: 2016 = 5.317 (2) - 2016=5.184 (5)
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