Direct structural determination of conformations of photoswitchable molecules by laser desorption-electron diffraction

Andreas Gahlmann; I. Ren Lee; Ahmed H. Zewail

doi:10.1002/anie.201003583

Direct structural determination of conformations of photoswitchable molecules by laser desorption-electron diffraction

Andreas Gahlmann^*, I. Ren Lee, Ahmed H. Zewail

^*Corresponding author for this work

Department of Chemistry

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

19 Citations (Scopus)

Abstract

Fluorine in charge! The fluorine-iminium ion gauche effect has been exploited in the design of conformational probes for organocatalysis (see scheme). Stabilizing hyperconjugative [σ C- H→σ^*C-F] and/or electrostatic [N⁺ F ^δ-] interactions render the C-F bond an excellent steering group for controlling molecular topology without introducing additional steric constraints.

Original language	English
Pages (from-to)	6524-6527
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	49
Issue number	37
DOIs	https://doi.org/10.1002/anie.201003583
Publication status	Published - 2010 Sep 3

Keywords

Conformational analysis
Density functional calculations
Electron diffraction
Laser desorption
Photochromism

ASJC Scopus subject areas

Catalysis
Chemistry(all)

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10.1002/anie.201003583

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abstract = "Fluorine in charge! The fluorine-iminium ion gauche effect has been exploited in the design of conformational probes for organocatalysis (see scheme). Stabilizing hyperconjugative [σ C- H→σ*C-F] and/or electrostatic [N+ F δ-] interactions render the C-F bond an excellent steering group for controlling molecular topology without introducing additional steric constraints.",

keywords = "Conformational analysis, Density functional calculations, Electron diffraction, Laser desorption, Photochromism",

author = "Andreas Gahlmann and Lee, {I. Ren} and Zewail, {Ahmed H.}",

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AU - Gahlmann, Andreas

AU - Lee, I. Ren

AU - Zewail, Ahmed H.

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Y1 - 2010/9/3

N2 - Fluorine in charge! The fluorine-iminium ion gauche effect has been exploited in the design of conformational probes for organocatalysis (see scheme). Stabilizing hyperconjugative [σ C- H→σ*C-F] and/or electrostatic [N+ F δ-] interactions render the C-F bond an excellent steering group for controlling molecular topology without introducing additional steric constraints.

AB - Fluorine in charge! The fluorine-iminium ion gauche effect has been exploited in the design of conformational probes for organocatalysis (see scheme). Stabilizing hyperconjugative [σ C- H→σ*C-F] and/or electrostatic [N+ F δ-] interactions render the C-F bond an excellent steering group for controlling molecular topology without introducing additional steric constraints.

KW - Conformational analysis

KW - Density functional calculations

KW - Electron diffraction

KW - Laser desorption

KW - Photochromism

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JF - Angewandte Chemie - International Edition

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IS - 37

ER -

Direct structural determination of conformations of photoswitchable molecules by laser desorption-electron diffraction

Abstract

Keywords

ASJC Scopus subject areas

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