Optimal Oriented External Electric Fields to Trigger a Barrierless Oxaphosphetane Ring Opening Step of the Wittig Reaction
Abstract: The Wittig reaction is one of the most important processes in organic chemistry for the asymmetric synthesis of olefinic compounds. In view of the increasingly acknowledged potentiality of the electric fields in promoting reactions, here we will consider the effect of the oriented external electric field (OEEF) on the second step of Wittig reaction (i. e. the ring opening oxaphosphetane) in a model system for non‐stabilized ylides. In particular, we have determined the optimal direction and strength of the electric field that should be applied to annihilate the reaction barrier of the ring opening through the polarizable molecular electric dipole (PMED) model that we have recently developed. We conclude that the application of the optimal external electric field for the oxaphosphetane ring opening favours a Bestmann‐like mechanism.
- Location
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Deutsche Nationalbibliothek Frankfurt am Main
- Extent
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Online-Ressource
- Language
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Englisch
- Bibliographic citation
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Optimal Oriented External Electric Fields to Trigger a Barrierless Oxaphosphetane Ring Opening Step of the Wittig Reaction ; day:09 ; month:04 ; year:2024 ; extent:8
Chemistry - a European journal ; (09.04.2024) (gesamt 8)
- Creator
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Bofill, Josep Maria
Severi, Marco
Quapp, Wolfgang
Ribas‐Ariño, Jordi
Moreira, Ibério de P. R.
Albareda, Guillermo
- DOI
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10.1002/chem.202400173
- URN
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urn:nbn:de:101:1-2024041014312129469415
- Rights
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Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
- Last update
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14.08.2025, 10:52 AM CEST
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Associated
- Bofill, Josep Maria
- Severi, Marco
- Quapp, Wolfgang
- Ribas‐Ariño, Jordi
- Moreira, Ibério de P. R.
- Albareda, Guillermo
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