Improving Site Selectivity in Phosphorylation of Amphiphilic Diols through Catalyst Design
Abstract: Organocatalysts based on a nucleophilic core, decorated with long hydrocarbon or oligoether outer‐sphere tails were successfully applied for attenuating the site selectivity in phosphorylation of a model amphiphilic diol. Under the influence of the catalysts, the preference for the first functionalization of the hydroxyl at the apolar domain increased dramatically to render the ratio up to 3.9: 1 between the monophosphorylated products, at 50 % substrate consumption (vs. 1.8: 1 in the alike reaction without the catalyst). A considerable influence of the catalyst design, particularly the core nature and the tails structure, on the rate and the selectivity of the reaction was observed.
- Location
-
Deutsche Nationalbibliothek Frankfurt am Main
- Extent
-
Online-Ressource
- Language
-
Englisch
- Bibliographic citation
-
Improving Site Selectivity in Phosphorylation of Amphiphilic Diols through Catalyst Design ; volume:2022 ; number:46 ; year:2022 ; extent:6
European journal of organic chemistry ; 2022, Heft 46 (2022) (gesamt 6)
- Creator
-
Fallek, Amit
Fleischer, Or
Saady, Fatma
Portnoy, Moshe
- DOI
-
10.1002/ejoc.202201089
- URN
-
urn:nbn:de:101:1-2022120914062078308733
- Rights
-
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
- Last update
-
15.08.2025, 7:34 AM CEST
Data provider
This object is provided by:
Deutsche Nationalbibliothek. If you have any questions about the object, please contact the data provider.
Deutsche Nationalbibliothek. If you have any questions about the object, please contact the data provider.
Associated
- Fallek, Amit
- Fleischer, Or
- Saady, Fatma
- Portnoy, Moshe
Other Objects (12)
Size‐Induced Inversion of Selectivity in the Acylation of 1,2‐Diols
A Cp‐based Molybdenum Catalyst for the Deoxydehydration of Biomass‐derived Diols
An Eco‐Friendly and Switchable Carbon‐Based Catalyst for Protection‐Deprotection of Vicinal Diols
A Cp tt ‐Based Trioxo‐Rhenium Catalyst for the Deoxydehydration of Diols and Polyols
Aerobic oxidative cleavage of 1,2-diols catalyzed by atomic-scale cobalt-based heterogeneous catalyst
Highly efficient recycling of polyester wastes to diols using Ru and Mo dual-atom catalyst
Catalytic aquathermolysis of Shengli heavy crude oil with an amphiphilic cobalt catalyst
Ru/TiO 2 Catalyzed High‐Yield Synthesis of Furanic Diols by 5‐Hydroxymethylfurfural Hydrogenation with Switchable Selectivity
Biomimetic caged platinum catalyst for hydrosilylation reaction with high site selectivity
Carboxylic acid-modified metal oxide catalyst for selectivity-tunable aerobic ammoxidation
Superior Acetone Selectivity in Gas Mixtures by Catalyst‐Filtered Chemoresistive Sensors
Direct Cross-Couplings of Propargylic Diols
Size‐Induced Inversion of Selectivity in the Acylation of 1,2‐Diols
A Cp‐based Molybdenum Catalyst for the Deoxydehydration of Biomass‐derived Diols
An Eco‐Friendly and Switchable Carbon‐Based Catalyst for Protection‐Deprotection of Vicinal Diols
A Cp tt ‐Based Trioxo‐Rhenium Catalyst for the Deoxydehydration of Diols and Polyols
Aerobic oxidative cleavage of 1,2-diols catalyzed by atomic-scale cobalt-based heterogeneous catalyst
Highly efficient recycling of polyester wastes to diols using Ru and Mo dual-atom catalyst
Catalytic aquathermolysis of Shengli heavy crude oil with an amphiphilic cobalt catalyst
Ru/TiO 2 Catalyzed High‐Yield Synthesis of Furanic Diols by 5‐Hydroxymethylfurfural Hydrogenation with Switchable Selectivity
Biomimetic caged platinum catalyst for hydrosilylation reaction with high site selectivity
Carboxylic acid-modified metal oxide catalyst for selectivity-tunable aerobic ammoxidation
Superior Acetone Selectivity in Gas Mixtures by Catalyst‐Filtered Chemoresistive Sensors
Direct Cross-Couplings of Propargylic Diols
Size‐Induced Inversion of Selectivity in the Acylation of 1,2‐Diols
A Cp‐based Molybdenum Catalyst for the Deoxydehydration of Biomass‐derived Diols
An Eco‐Friendly and Switchable Carbon‐Based Catalyst for Protection‐Deprotection of Vicinal Diols
A Cp tt ‐Based Trioxo‐Rhenium Catalyst for the Deoxydehydration of Diols and Polyols
Aerobic oxidative cleavage of 1,2-diols catalyzed by atomic-scale cobalt-based heterogeneous catalyst
Highly efficient recycling of polyester wastes to diols using Ru and Mo dual-atom catalyst
Catalytic aquathermolysis of Shengli heavy crude oil with an amphiphilic cobalt catalyst
Ru/TiO 2 Catalyzed High‐Yield Synthesis of Furanic Diols by 5‐Hydroxymethylfurfural Hydrogenation with Switchable Selectivity
Biomimetic caged platinum catalyst for hydrosilylation reaction with high site selectivity
Carboxylic acid-modified metal oxide catalyst for selectivity-tunable aerobic ammoxidation
Superior Acetone Selectivity in Gas Mixtures by Catalyst‐Filtered Chemoresistive Sensors