Fluorophenoxycarbene inside a hemicarcerand: A bottled singlet carbene

Xuejun Liu; Gaosheng Chu; Robert A. Moss; Ronald R. Sauers; Ralf Warmuth

doi:10.1002/anie.200462633

Fluorophenoxycarbene inside a hemicarcerand: A bottled singlet carbene

Xuejun Liu, Gaosheng Chu, Robert A. Moss, Ronald R. Sauers, Ralf Warmuth

School of Arts and Sciences, Chemistry & Chemical Biology

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

51 Scopus citations

Abstract

Long live the carbene: Longevity is granted to fluorophenoxycarbene when it is generated photochemically from fluorophenoxydiazirine (see picture) inside a hemicarcerand. This fleeting, and otherwise nonisolable, singlet carbene is the first electron-deficient species that has been stabilized by trapping. NOE experiments suggest that the carbene adopts the intrinsically less stable cis conformation in the confined inner phase. (Chemical Equation Presented).

Original language	English (US)
Pages (from-to)	1994-1997
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	44
Issue number	13
DOIs	https://doi.org/10.1002/anie.200462633
State	Published - Mar 18 2005

All Science Journal Classification (ASJC) codes

Catalysis
General Chemistry

Keywords

Carbenes
Host-guest systems
NMR spectroscopy
Photolysis
Reactive intermediates

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AU - Sauers, Ronald R.

AU - Warmuth, Ralf

PY - 2005/3/18

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AB - Long live the carbene: Longevity is granted to fluorophenoxycarbene when it is generated photochemically from fluorophenoxydiazirine (see picture) inside a hemicarcerand. This fleeting, and otherwise nonisolable, singlet carbene is the first electron-deficient species that has been stabilized by trapping. NOE experiments suggest that the carbene adopts the intrinsically less stable cis conformation in the confined inner phase. (Chemical Equation Presented).

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KW - Host-guest systems

KW - NMR spectroscopy

KW - Photolysis

KW - Reactive intermediates

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Fluorophenoxycarbene inside a hemicarcerand: A bottled singlet carbene

Abstract

All Science Journal Classification (ASJC) codes

Keywords

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