Mechanisms of cyaphide (C[triple bond]P(-)) formation

A.W. Ehlers; J.G. Cordaro; D.J. Stein; H. Grutzmacher

doi:10.1002/anie.200702442

Mechanisms of cyaphide (C[triple bond]P(-)) formation

A.W. Ehlers, J.G. Cordaro, D.J. Stein, H. Grutzmacher

Organic Chemistry

Research output: Contribution to Journal › Article › Academic › peer-review

Abstract

(Chemical Equation Presented) Rock 'n' roll cyaphide: Although the kinetic product B is an observable intermediate of nucleophilic attack on the low-coordinate phosphorus atom in A, it is not directly involved in the mechanism leading to cyaphide complex F. Instead, DFT calculations suggest that nucleophilic attack at silicon (→C) initiates decomposition via D to F. In contrast to cyanide complexes, isocyaphide E is only a transition state for C≡P-ligand rotation D⇌D′. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.

Original language	English
Pages (from-to)	7878-81
Journal	Angewandte Chemie International Edition in English
Volume	46
Issue number	41
DOIs	https://doi.org/10.1002/anie.200702442
Publication status	Published - 2007

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10.1002/anie.200702442

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CCDC 634845: Experimental Crystal Structure Determination
Ehlers, A. (Contributor), Cordaro, J. G. (Contributor), Stein, D. (Contributor) & Gruetzmacher, H. (Contributor), Unknown Publisher, 1 Jan 2008
DOI: 10.5517/ccp9lwf, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccp9lwf&sid=DataCite
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title = "Mechanisms of cyaphide (C[triple bond]P(-)) formation",

abstract = "(Chemical Equation Presented) Rock 'n' roll cyaphide: Although the kinetic product B is an observable intermediate of nucleophilic attack on the low-coordinate phosphorus atom in A, it is not directly involved in the mechanism leading to cyaphide complex F. Instead, DFT calculations suggest that nucleophilic attack at silicon (→C) initiates decomposition via D to F. In contrast to cyanide complexes, isocyaphide E is only a transition state for C≡P-ligand rotation D⇌D′. {\textcopyright} 2007 Wiley-VCH Verlag GmbH & Co. KGaA.",

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T1 - Mechanisms of cyaphide (C[triple bond]P(-)) formation

AU - Ehlers, A.W.

AU - Cordaro, J.G.

AU - Stein, D.J.

AU - Grutzmacher, H.

PY - 2007

Y1 - 2007

N2 - (Chemical Equation Presented) Rock 'n' roll cyaphide: Although the kinetic product B is an observable intermediate of nucleophilic attack on the low-coordinate phosphorus atom in A, it is not directly involved in the mechanism leading to cyaphide complex F. Instead, DFT calculations suggest that nucleophilic attack at silicon (→C) initiates decomposition via D to F. In contrast to cyanide complexes, isocyaphide E is only a transition state for C≡P-ligand rotation D⇌D′. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.

AB - (Chemical Equation Presented) Rock 'n' roll cyaphide: Although the kinetic product B is an observable intermediate of nucleophilic attack on the low-coordinate phosphorus atom in A, it is not directly involved in the mechanism leading to cyaphide complex F. Instead, DFT calculations suggest that nucleophilic attack at silicon (→C) initiates decomposition via D to F. In contrast to cyanide complexes, isocyaphide E is only a transition state for C≡P-ligand rotation D⇌D′. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.

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DO - 10.1002/anie.200702442

M3 - Article

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JF - Angewandte Chemie International Edition in English

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ER -

Mechanisms of cyaphide (C[triple bond]P(-)) formation

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CCDC 634845: Experimental Crystal Structure Determination

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