Alkoxyphosphorane/Borane Cooperative Alkylations : A Frustrated Lewis Pair Version of the Mitsunobu Reaction
© 2023 The Authors. Chemistry - A European Journal published by Wiley-VCH GmbH..
The combination of the alkoxyphosphoranes, Ph2 P(OR)(O2 C6 Cl4 ) and the borane B(C6 F5 )3 generates the zwitterions 3 which act as FLP to effect the alkylation of several nucleophiles affording C-C, C-N, C-H and C-Cl coupling products. A DFT study shows the reaction proceeds via an FLP activation pathway generating an alkoxyphosphonium intermediate which effects the alkylation of the nucleophiles, akin to the Mitsunobu reaction.
| Medienart: |
E-Artikel |
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| Erscheinungsjahr: |
2023 |
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| Erschienen: |
2023 |
| Enthalten in: |
Zur Gesamtaufnahme - volume:29 |
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| Enthalten in: |
Chemistry (Weinheim an der Bergstrasse, Germany) - 29(2023), 23 vom: 21. Apr., Seite e202300264 |
| Sprache: |
Englisch |
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| Beteiligte Personen: |
Chen, Ting [VerfasserIn] |
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| Links: |
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| Themen: |
Alkylations |
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| Anmerkungen: |
Date Completed 27.04.2023 Date Revised 27.04.2023 published: Print-Electronic Citation Status PubMed-not-MEDLINE |
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| doi: |
10.1002/chem.202300264 |
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| funding: |
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| Förderinstitution / Projekttitel: |
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| 520 | |a © 2023 The Authors. Chemistry - A European Journal published by Wiley-VCH GmbH. | ||
| 520 | |a The combination of the alkoxyphosphoranes, Ph2 P(OR)(O2 C6 Cl4 ) and the borane B(C6 F5 )3 generates the zwitterions 3 which act as FLP to effect the alkylation of several nucleophiles affording C-C, C-N, C-H and C-Cl coupling products. A DFT study shows the reaction proceeds via an FLP activation pathway generating an alkoxyphosphonium intermediate which effects the alkylation of the nucleophiles, akin to the Mitsunobu reaction | ||
| 650 | 4 | |a Journal Article | |
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| 650 | 4 | |a P(V) chemistry | |
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| 650 | 4 | |a frustrated Lewis pairs | |
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| 700 | 1 | |a Liu, Liu Leo |e verfasserin |4 aut | |
| 700 | 1 | |a Zhao, Yufen |e verfasserin |4 aut | |
| 700 | 1 | |a Wu, Yile |e verfasserin |4 aut | |
| 700 | 1 | |a Stephan, Douglas W |e verfasserin |4 aut | |
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