Simultaneous endo and exo Complex Formation of Pyridine[4]arene Dimers with Neutral and Anionic Guests

Anniina Kiesilä; Lauri Kivijärvi; Ngong Kodiah Beyeh; Jani O. Moilanen; Michael Groessl; Tatiana Rothe; Sven Götz; Filip Topić; Kari Rissanen; Arne Lützen; Elina Kalenius

doi:10.1002/anie.201704054

Simultaneous endo and exo Complex Formation of Pyridine[4]arene Dimers with Neutral and Anionic Guests

Anniina Kiesilä, Lauri Kivijärvi, Ngong Kodiah Beyeh, Jani O. Moilanen, Michael Groessl, Tatiana Rothe, Sven Götz, Filip Topić, Kari Rissanen, Arne Lützen^*, Elina Kalenius

^*Corresponding author for this work

Research output: Contribution to journal › Article › Scientific › peer-review

12 Citations (Scopus)

Abstract

The formation of complexes between hexafluorophosphate (PF₆ ^-) and tetraisobutyloctahydroxypyridine[4]arene has been thoroughly studied in the gas phase (ESI-QTOF-MS, IM-MS, DFT calculations), in the solid state (X-ray crystallography), and in chloroform solution (¹H, ¹⁹F, and DOSY NMR spectroscopy). In all states of matter, simultaneous endo complexation of solvent molecules and exo complexation of a PF₆ ^- anion within a pyridine[4]arene dimer was observed. While similar ternary complexes are often observed in the solid state, this is a unique example of such behavior in the gas phase.

Original language	English
Pages (from-to)	10942–10946
Journal	Angewandte Chemie
Volume	56
Issue number	36
DOIs	https://doi.org/10.1002/anie.201704054
Publication status	Published - 2017
MoE publication type	A1 Journal article-refereed

Keywords

Anion binding
Ion mobility mass spectrometry
Molecular recognition
Pyridine[4]arenes
Resorcinarenes

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10.1002/anie.201704054

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title = "Simultaneous endo and exo Complex Formation of Pyridine[4]arene Dimers with Neutral and Anionic Guests",

abstract = "The formation of complexes between hexafluorophosphate (PF6 -) and tetraisobutyloctahydroxypyridine[4]arene has been thoroughly studied in the gas phase (ESI-QTOF-MS, IM-MS, DFT calculations), in the solid state (X-ray crystallography), and in chloroform solution (1H, 19F, and DOSY NMR spectroscopy). In all states of matter, simultaneous endo complexation of solvent molecules and exo complexation of a PF6 - anion within a pyridine[4]arene dimer was observed. While similar ternary complexes are often observed in the solid state, this is a unique example of such behavior in the gas phase.",

keywords = "Anion binding, Ion mobility mass spectrometry, Molecular recognition, Pyridine[4]arenes, Resorcinarenes",

author = "Anniina Kiesil{\"a} and Lauri Kivij{\"a}rvi and Beyeh, {Ngong Kodiah} and Moilanen, {Jani O.} and Michael Groessl and Tatiana Rothe and Sven G{\"o}tz and Filip Topi{\'c} and Kari Rissanen and Arne L{\"u}tzen and Elina Kalenius",

year = "2017",

doi = "10.1002/anie.201704054",

language = "English",

volume = "56",

pages = "10942–10946",

journal = "Angewandte Chemie",

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T1 - Simultaneous endo and exo Complex Formation of Pyridine[4]arene Dimers with Neutral and Anionic Guests

AU - Kiesilä, Anniina

AU - Kivijärvi, Lauri

AU - Beyeh, Ngong Kodiah

AU - Moilanen, Jani O.

AU - Groessl, Michael

AU - Rothe, Tatiana

AU - Götz, Sven

AU - Topić, Filip

AU - Rissanen, Kari

AU - Lützen, Arne

AU - Kalenius, Elina

PY - 2017

Y1 - 2017

N2 - The formation of complexes between hexafluorophosphate (PF6 -) and tetraisobutyloctahydroxypyridine[4]arene has been thoroughly studied in the gas phase (ESI-QTOF-MS, IM-MS, DFT calculations), in the solid state (X-ray crystallography), and in chloroform solution (1H, 19F, and DOSY NMR spectroscopy). In all states of matter, simultaneous endo complexation of solvent molecules and exo complexation of a PF6 - anion within a pyridine[4]arene dimer was observed. While similar ternary complexes are often observed in the solid state, this is a unique example of such behavior in the gas phase.

AB - The formation of complexes between hexafluorophosphate (PF6 -) and tetraisobutyloctahydroxypyridine[4]arene has been thoroughly studied in the gas phase (ESI-QTOF-MS, IM-MS, DFT calculations), in the solid state (X-ray crystallography), and in chloroform solution (1H, 19F, and DOSY NMR spectroscopy). In all states of matter, simultaneous endo complexation of solvent molecules and exo complexation of a PF6 - anion within a pyridine[4]arene dimer was observed. While similar ternary complexes are often observed in the solid state, this is a unique example of such behavior in the gas phase.

KW - Anion binding

KW - Ion mobility mass spectrometry

KW - Molecular recognition

KW - Pyridine[4]arenes

KW - Resorcinarenes

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U2 - 10.1002/anie.201704054

DO - 10.1002/anie.201704054

M3 - Article

AN - SCOPUS:85026738573

VL - 56

SP - 10942

EP - 10946

JO - Angewandte Chemie

JF - Angewandte Chemie

SN - 1433-7851

IS - 36

ER -

Simultaneous endo and exo Complex Formation of Pyridine[4]arene Dimers with Neutral and Anionic Guests

Abstract

Keywords

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CCDC 1543476: Experimental Crystal Structure Determination

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Simultaneous endo and exo Complex Formation of Pyridine[4]arene Dimers with Neutral and Anionic Guests

Abstract

Keywords

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CCDC 1543476: Experimental Crystal Structure Determination

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