Stabilizing Fluorine–π Interactions

Ping Li; Josef M. Maier; Erik C. Vik; Christopher J. Yehl; Brent E. Dial; Amanda E. Rickher; Mark D. Smith; Perry J. Pellechia; Ken D. Shimizu

doi:10.1002/anie.201702950

Stabilizing Fluorine–π Interactions

Ping Li, Josef M. Maier, Erik C. Vik, Christopher J. Yehl, Brent E. Dial, Amanda E. Rickher, Mark D. Smith, Perry J. Pellechia, Ken D. Shimizu

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

81 Scopus citations

Abstract

A series of N-arylimide molecular balances were designed to study and measure fluorine–aromatic (F–π) interactions. Fluorine substituents gave rise to increasingly more stabilizing interactions with more electron-deficient aromatic surfaces. The attractive F–π interaction is electrostatically driven and is stronger than other halogen–π interactions.

Original language	English
Pages (from-to)	7209-7212
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	56
Issue number	25
DOIs	https://doi.org/10.1002/anie.201702950
State	Published - Jun 12 2017
Externally published	Yes

Funding

We acknowledge support by the National Science Foundation (CHE 1310139).

Funders	Funder number
National Science Foundation	1310139, CHE 1310139

Keywords

F–π interactions
electrostatic interactions
fluorine
supramolecular chemistry
π interactions

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10.1002/anie.201702950

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abstract = "A series of N-arylimide molecular balances were designed to study and measure fluorine–aromatic (F–π) interactions. Fluorine substituents gave rise to increasingly more stabilizing interactions with more electron-deficient aromatic surfaces. The attractive F–π interaction is electrostatically driven and is stronger than other halogen–π interactions.",

keywords = "F–π interactions, electrostatic interactions, fluorine, supramolecular chemistry, π interactions",

author = "Ping Li and Maier, {Josef M.} and Vik, {Erik C.} and Yehl, {Christopher J.} and Dial, {Brent E.} and Rickher, {Amanda E.} and Smith, {Mark D.} and Pellechia, {Perry J.} and Shimizu, {Ken D.}",

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AU - Li, Ping

AU - Maier, Josef M.

AU - Vik, Erik C.

AU - Yehl, Christopher J.

AU - Dial, Brent E.

AU - Rickher, Amanda E.

AU - Smith, Mark D.

AU - Pellechia, Perry J.

AU - Shimizu, Ken D.

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AB - A series of N-arylimide molecular balances were designed to study and measure fluorine–aromatic (F–π) interactions. Fluorine substituents gave rise to increasingly more stabilizing interactions with more electron-deficient aromatic surfaces. The attractive F–π interaction is electrostatically driven and is stronger than other halogen–π interactions.

KW - F–π interactions

KW - electrostatic interactions

KW - fluorine

KW - supramolecular chemistry

KW - π interactions

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JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

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ER -

Stabilizing Fluorine–π Interactions

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Keywords

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