A Combinatorial Approach to Heterogeneous Asymmetric Aquacatalysis with Amphiphilic Polymer-Supported Chiral Phosphine-Palladium Complexes

2006 ◽  
Vol 348 (12-13) ◽  
pp. 1561-1566 ◽  
Author(s):  
Yukinari Kobayashi ◽  
Daiki Tanaka ◽  
Hiroshi Danjo ◽  
Yasuhiro Uozumi
Keyword(s):  
Palladium Complexes ◽  
Amphiphilic Polymer ◽  
Combinatorial Approach ◽  
Polymer Supported

scholarly journals An Amphiphilic Polymer-Supported Strategy Enables Chemical Transformations Under Anhydrous Conditions for DNA-Encoded Library Synthesis

2019 ◽  
Author(s):  
Yves Ruff ◽  
Roberto Martinez ◽  
Xavier Pellé ◽  
Pierre Nimsgern ◽  
Pascale Fille ◽  
...  
Keyword(s):  
Small Molecules ◽  
Organic Solvents ◽  
Cross Coupling ◽  
Amphiphilic Polymer ◽  
Aryl Halides ◽  
Chemical Transformations ◽  
Library Synthesis ◽  
Catch And Release ◽  
Dna Conjugates ◽  
Polymer Supported

Herein, we describe the development of a practical catch-and release methodology utilizing a cationic, amphiphilic PEG-based polymer to perform chemical transformations on immobilized DNA conjugates under anhydrous conditions. We demonstrate the usefulness of our APTAC (<u>a</u>mphiphilic <u>p</u>olymer-facilitated <u>t</u>ransformations under <u>a</u>nhydrous <u>c</u>onditions) approach by performing several challenging transformations on DNA-conjugated small molecules in pure organic solvents: the addition of a carbanion equivalent to a DNA-conjugated ketone in tetrahydrofuran, the synthesis of saturated heterocycles using the tin (Sn) amine protocol (SnAP) in dichloromethane and the dual-catalytic (Ir/Ni) metallaphotoredox decarboxylative cross-coupling of carboxylic acids to DNA-conjugated aryl halides in DMSO. In addition, we demonstrate the feasibility of the latter in multititer-plate format.

scholarly journals Polystyrene-Supported Acyclic Diaminocarbene Palladium Complexes in Sonogashira Cross-Coupling: Stability vs. Catalytic Activity

Catalysts ◽  
2018 ◽  
Vol 8 (4) ◽  
pp. 141 ◽  
Author(s):  
Vladimir Mikhaylov ◽  
Viktor Sorokoumov ◽  
Denis Liakhov ◽  
Alexander Tskhovrebov ◽  
Irina Balova
Keyword(s):  
Catalytic Activity ◽  
High Activity ◽  
Cross Coupling ◽  
Palladium Complexes ◽  
Lower Activity ◽  
Coupling Conditions ◽  
Acyclic Diaminocarbene ◽  
Supported Palladium ◽  
Polymer Supported

Two types of immobilized on the amino-functionalized polystyrene-supported acyclic diaminocarbene palladium complexes (ADC-PdII) are investigated under Sonogashira cross-coupling conditions. Depending on substituents in the diaminocarbene fragment immobilized ADC-PdII, systems are found to have different catalytic activity and stability regarding Pd-leaching. PdII-diaminocarbenes possessing protons at both nitrogen atoms smoothly decompose into Pd0-containing species providing a catalytic “cocktail system” with high activity and ability to reuse within nine runs. Polymer-supported palladium (II) complex bearing NBn–Ccarbene–NH-moiety exhibits greater stability while noticeably lower activity under Sonogashira cross-coupling. Four molecular ADC-PdII complexes are also synthesized and investigated with the aim of confirming proposed base-promoted pathway of ADC-PdII conversion through carbodiimide into an active Pd0 forms.

scholarly journals An Amphiphilic Polymer-Supported Strategy Enables Chemical Transformations Under Anhydrous Conditions for DNA-Encoded Library Synthesis

2019 ◽  
Author(s):  
Yves Ruff ◽  
Roberto Martinez ◽  
Xavier Pellé ◽  
Pierre Nimsgern ◽  
Maxim Ratnikov ◽  
...  
Keyword(s):  
Small Molecules ◽  
Organic Solvents ◽  
Cross Coupling ◽  
Amphiphilic Polymer ◽  
Aryl Halides ◽  
Chemical Transformations ◽  
Library Synthesis ◽  
Catch And Release ◽  
Dna Conjugates ◽  
Polymer Supported

Herein, we describe the development of a practical catch-and release methodology utilizing a cationic, amphiphilic PEG-based polymer to perform chemical transformations on immobilized DNA conjugates under anhydrous conditions. We demonstrate the usefulness of our APTAC (<u>a</u>mphiphilic <u>p</u>olymer-facilitated <u>t</u>ransformations under <u>a</u>nhydrous <u>c</u>onditions) approach by performing several challenging transformations on DNA-conjugated small molecules in pure organic solvents: the addition of a carbanion equivalent to a DNA-conjugated ketone in tetrahydrofuran, the synthesis of saturated heterocycles using the tin (Sn) amine protocol (SnAP) in dichloromethane and the dual-catalytic (Ir/Ni) metallaphotoredox decarboxylative cross-coupling of carboxylic acids to DNA-conjugated aryl halides in DMSO. In addition, we demonstrate the feasibility of the latter in multititer-plate format.

scholarly journals An Amphiphilic Polymer-Supported Strategy Enables Chemical Transformations Under Anhydrous Conditions for DNA-Encoded Library Synthesis

2019 ◽  
Author(s):  
Yves Ruff ◽  
Roberto Martinez ◽  
Xavier Pellé ◽  
Pierre Nimsgern ◽  
Maxim Ratnikov ◽  
...  
Keyword(s):  
Small Molecules ◽  
Organic Solvents ◽  
Cross Coupling ◽  
Amphiphilic Polymer ◽  
Aryl Halides ◽  
Chemical Transformations ◽  
Library Synthesis ◽  
Catch And Release ◽  
Dna Conjugates ◽  
Polymer Supported

Herein, we describe the development of a practical catch-and release methodology utilizing a cationic, amphiphilic PEG-based polymer to perform chemical transformations on immobilized DNA conjugates under anhydrous conditions. We demonstrate the usefulness of our APTAC (<u>a</u>mphiphilic <u>p</u>olymer-facilitated <u>t</u>ransformations under <u>a</u>nhydrous <u>c</u>onditions) approach by performing several challenging transformations on DNA-conjugated small molecules in pure organic solvents: the addition of a carbanion equivalent to a DNA-conjugated ketone in tetrahydrofuran, the synthesis of saturated heterocycles using the tin (Sn) amine protocol (SnAP) in dichloromethane and the dual-catalytic (Ir/Ni) metallaphotoredox decarboxylative cross-coupling of carboxylic acids to DNA-conjugated aryl halides in DMSO. In addition, we demonstrate the feasibility of the latter in multititer-plate format.

scholarly journals An Amphiphilic Polymer-Supported Strategy Enables Chemical Transformations under Anhydrous Conditions for DNA-Encoded Library Synthesis

2020 ◽  
Vol 22 (3) ◽  
pp. 120-128 ◽  
Author(s):  
Yves Ruff ◽  
Roberto Martinez ◽  
Xavier Pellé ◽  
Pierre Nimsgern ◽  
Pascale Fille ◽  
...  
Keyword(s):  
Amphiphilic Polymer ◽  
Chemical Transformations ◽  
Library Synthesis ◽  
Polymer Supported
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