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

103 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).

Keywords

F–π interactions
electrostatic interactions
fluorine
supramolecular chemistry
π interactions

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10.1002/anie.201702950

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title = "Stabilizing Fluorine–π Interactions",

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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doi = "10.1002/anie.201702950",

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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.

PY - 2017/6/12

Y1 - 2017/6/12

N2 - 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.

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

UR - https://www.scopus.com/pages/publications/85018945472

U2 - 10.1002/anie.201702950

DO - 10.1002/anie.201702950

M3 - Article

C2 - 28464551

AN - SCOPUS:85018945472

SN - 1433-7851

VL - 56

SP - 7209

EP - 7212

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 25

ER -

Stabilizing Fluorine–π Interactions

Abstract

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Keywords

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