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Halogen Bonding Helicates Encompassing Iodonium Cations

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Halogen Bonding Helicates Encompassing Iodonium Cations. / Vanderkooy, Alan; Gupta, Arvind Kumar; Földes, Tamás; Lindblad, Sofia; Orthaber, Andreas; Pápai, Imre; Erdélyi, Máté.

In: Angewandte Chemie - International Edition, Vol. 58, No. 27, 05.07.2019, p. 9012-9016.

Research output: Contribution to journalArticlepeer-review

Harvard

Vanderkooy, A, Gupta, AK, Földes, T, Lindblad, S, Orthaber, A, Pápai, I & Erdélyi, M 2019, 'Halogen Bonding Helicates Encompassing Iodonium Cations', Angewandte Chemie - International Edition, vol. 58, no. 27, pp. 9012-9016. https://doi.org/10.1002/anie.201904817

APA

Vanderkooy, A., Gupta, A. K., Földes, T., Lindblad, S., Orthaber, A., Pápai, I., & Erdélyi, M. (2019). Halogen Bonding Helicates Encompassing Iodonium Cations. Angewandte Chemie - International Edition, 58(27), 9012-9016. https://doi.org/10.1002/anie.201904817

Vancouver

Vanderkooy A, Gupta AK, Földes T, Lindblad S, Orthaber A, Pápai I et al. Halogen Bonding Helicates Encompassing Iodonium Cations. Angewandte Chemie - International Edition. 2019 Jul 5;58(27):9012-9016. https://doi.org/10.1002/anie.201904817

Author

Vanderkooy, Alan ; Gupta, Arvind Kumar ; Földes, Tamás ; Lindblad, Sofia ; Orthaber, Andreas ; Pápai, Imre ; Erdélyi, Máté. / Halogen Bonding Helicates Encompassing Iodonium Cations. In: Angewandte Chemie - International Edition. 2019 ; Vol. 58, No. 27. pp. 9012-9016.

Bibtex Download

@article{0b487848704a43168bab2883202b3a51,
title = "Halogen Bonding Helicates Encompassing Iodonium Cations",
abstract = "The first halonium-ion-based helices were designed and synthesized using oligo-aryl/pyridylene-ethynylene backbones that fold around reactive iodonium ions. Halogen bonding interactions stabilize the iodonium ions within the helices. Remarkably, the distance between two iodonium ions within a helix is shorter than the sum of their van der Waals radii. The helical conformations were characterized by X-ray crystallography in the solid state, by NMR spectroscopy in solution and corroborated by DFT calculations. The helical complexes possess potential synthetic utility, as demonstrated by their ability to induce iodocyclization of 4-penten-1-ol.",
keywords = "3c–4e bonds, halocyclization, halogen bonds, helices, iodonium ions",
author = "Alan Vanderkooy and Gupta, {Arvind Kumar} and Tam{\'a}s F{\"o}ldes and Sofia Lindblad and Andreas Orthaber and Imre P{\'a}pai and M{\'a}t{\'e} Erd{\'e}lyi",
year = "2019",
month = jul,
day = "5",
doi = "10.1002/anie.201904817",
language = "English",
volume = "58",
pages = "9012--9016",
journal = "ANGEWANDTE CHEMIE-INTERNATIONAL EDITION",
issn = "1433-7851",
publisher = "WILEY-BLACKWELL",
number = "27",

}

RIS (suitable for import to EndNote) Download

TY - JOUR

T1 - Halogen Bonding Helicates Encompassing Iodonium Cations

AU - Vanderkooy, Alan

AU - Gupta, Arvind Kumar

AU - Földes, Tamás

AU - Lindblad, Sofia

AU - Orthaber, Andreas

AU - Pápai, Imre

AU - Erdélyi, Máté

PY - 2019/7/5

Y1 - 2019/7/5

N2 - The first halonium-ion-based helices were designed and synthesized using oligo-aryl/pyridylene-ethynylene backbones that fold around reactive iodonium ions. Halogen bonding interactions stabilize the iodonium ions within the helices. Remarkably, the distance between two iodonium ions within a helix is shorter than the sum of their van der Waals radii. The helical conformations were characterized by X-ray crystallography in the solid state, by NMR spectroscopy in solution and corroborated by DFT calculations. The helical complexes possess potential synthetic utility, as demonstrated by their ability to induce iodocyclization of 4-penten-1-ol.

AB - The first halonium-ion-based helices were designed and synthesized using oligo-aryl/pyridylene-ethynylene backbones that fold around reactive iodonium ions. Halogen bonding interactions stabilize the iodonium ions within the helices. Remarkably, the distance between two iodonium ions within a helix is shorter than the sum of their van der Waals radii. The helical conformations were characterized by X-ray crystallography in the solid state, by NMR spectroscopy in solution and corroborated by DFT calculations. The helical complexes possess potential synthetic utility, as demonstrated by their ability to induce iodocyclization of 4-penten-1-ol.

KW - 3c–4e bonds

KW - halocyclization

KW - halogen bonds

KW - helices

KW - iodonium ions

UR - http://www.scopus.com/inward/record.url?scp=85067394008&partnerID=8YFLogxK

U2 - 10.1002/anie.201904817

DO - 10.1002/anie.201904817

M3 - Article

AN - SCOPUS:85067394008

VL - 58

SP - 9012

EP - 9016

JO - ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

JF - ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

SN - 1433-7851

IS - 27

ER -

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