☆ 4.7 Article

The formation of cage phosphoranes and their rearrangements in the reactions of substituted 2-(3-oxo-3-phenyl)ethoxybenzo[d]-1,3,2-dioxaphospholes with perfluorodiacetyl

CHEMICAL COMMUNICATIONS (2021)

Related references

Note: Only part of the references are listed.

Article Chemistry, Inorganic & Nuclear

Ishikawa's Reagent - a Valuable Source for Fluoroorganic Iminium Salts

Mira Kessler et al.

Summary: Iminium salts derived from Ishikawa's reagent Et2N-CF2-CHF-CF3 undergo nucleophilic substitution reactions, resulting in the formation of various products with different functional groups. Further study is needed to understand the mechanism behind these reactions and to explore potential applications of these compounds in organic synthesis.

ZEITSCHRIFT FUR ANORGANISCHE UND ALLGEMEINE CHEMIE (2021)

Add to Collection

Article Chemistry, Multidisciplinary

Tris(pentafluoroethyl)difluorophosphorane: A Versatile Fluoride Acceptor for Transition Metal Chemistry

Steffen A. Foehrenbacher et al.

Summary: Fluoride abstraction from various transition metal fluoride complexes results in the formation of cationic transition metal complexes with the tris(pentafluoroethyl)trifluorophosphate counterion.

CHEMISTRY-A EUROPEAN JOURNAL (2021)

Add to Collection

Article Chemistry, Organic

Investigation of the Stereochemical Mechanism of the Nucleophilic Substitution Reaction at Pentacoordinate Phosphorus of Spirophosphorane

Kehui Han et al.

Summary: The stereochemical mechanism of nucleophilic substitution at pentacoordinate phosphorus (P-V) atom was proposed through various experiments and calculations. The Atherton-Todd-type reaction proceeds in two steps, involving the formation of a halogenated spirophosphorane intermediate with retention of configuration at phosphorus and a subsequent nucleophilic substitution at the P-V atom. Different halogenating agents lead to the reaction proceeding through different mechanisms.

JOURNAL OF ORGANIC CHEMISTRY (2021)

Add to Collection

Article Chemistry, Physical

DFT investigation of the triphenylphosphine-assisted electrochemical dehydroxylative transformations

Shuo Wang et al.

Summary: The dehydroxylative transformations to form C-N and C-halogen bonds assisted by triphenylphosphine via electrochemical method involve the oxidation of Ph3P to generate alkoxy phosphonium intermediate, which can then be attacked by nucleophiles. Depending on the structure of the alcohol, stable alkyl cations or direct formation of C-halogen bonds can be achieved through different reaction pathways.

MOLECULAR CATALYSIS (2021)

Add to Collection

Article Chemistry, Organic

Selective Phosphoranation of Unactivated Alkynes with Phosphonium Cation To Achieve Isoquinoline Synthesis

Hong Cui et al.

Summary: In this study, a selective phosphoranation of alkynes with phosphonium cation was developed, allowing for a one-pot transformation of unactivated alkynes and nitrile feedstocks into isoquinolines. Mechanistic studies revealed that the annulation reaction is initiated by the phosphoranation of alkynes, showcasing a unique reaction pattern of phosphonium salts different from existing protocols.

ORGANIC LETTERS (2021)

Add to Collection

Article Chemistry, Multidisciplinary

Phosphorus-Based Catalysis

Changmin Xie et al.

Summary: Phosphorus-based organocatalysis has experienced rapid growth in recent years, with key advances in nucleophilic phosphine catalysis, organophosphorus catalysis to bypass waste, and organophosphorus compound-mediated single electron transfer processes. Additionally, chiral phosphoric acid catalysis, phosphine oxide Lewis base catalysis, and other topics have been briefly summarized.

ACS CENTRAL SCIENCE (2021)

Add to Collection

Article Chemistry, Multidisciplinary

Easy wide scope access to luminescent fluorophosphoranes

Jaime Ponce-de-Leon et al.

Summary: The study reports an almost quantitative synthesis of homologous luminescent fluorophosphoranes using easily accessible reagents through SNAr cyclization. The DFT cyclization mechanism and alternative pathways to complete this isomerization are also studied and discussed.

CHEMICAL COMMUNICATIONS (2021)

Add to Collection

Article Chemistry, Inorganic & Nuclear

A convenient access to fluorophosphonium triflate salts by electrophilic fluorination and anion exchange

Chun-Xiang Guo et al.

Summary: The study successfully synthesized a family of electrophilic fluorophosphonium cations as triflate salts by in situ electrophilic fluorination of phosphanes, followed by subsequent methylation of the anion. These fluorophosphonium triflate salts exhibit remarkable Lewis acidity and form isolable adducts in stoichiometric reactions with suitable donors. Additionally, their catalytic capabilities were tested in a specific transformation reaction and validated by DFT calculations.

INORGANIC CHEMISTRY FRONTIERS (2021)

Add to Collection

Article Chemistry, Multidisciplinary

All-carbon phosphoranes via difluorocarbene trapping

Vladimir O. Smirnov et al.

Summary: The reaction of intramolecularly disposed phosphonium and phenoxide (or thiophenoxide) fragments with difluorocarbene to afford all-carbon lambda(5)-phosphoranes is described. The presence of electron-withdrawing CHF2-groups at the phosphonium center is crucial for phosphorane formation. In a phosphorane, both phenyl groups located in the equatorial positions undergo 1,2-P,C migration under thermal conditions.

CHEMICAL COMMUNICATIONS (2021)

Add to Collection

Article Chemistry, Multidisciplinary

Oxyphosphoranes as precursors to bridging phosphate-catecholate ligands

Xin Yang et al.

Summary: Novel bimetallic complexes supported by bridging diphosphate ligands were synthesized in this study, with the reaction involving elimination of ethyl halide.

CHEMICAL COMMUNICATIONS (2021)

Add to Collection

Article Chemistry, Multidisciplinary

2,2,2-Trichloro-4-methoxy-1,3,2-benzodioxaphosphole in the reactions with terminal acetylenes

Andrey V. Nemtarev et al.

MENDELEEV COMMUNICATIONS (2020)

Add to Collection

Article Chemistry, Organic

Aryne-Induced SNAr/Dearylation Strategy for the Synthesis of Fluorinated Dibenzophospholes from Triarylphosphines via a P(V) Intermediate

Hayato Fujimoto et al.

ORGANIC LETTERS (2020)

Add to Collection

Article Chemistry, Physical

Deciphering the Self-Cleavage Reaction Mechanism of Hairpin Ribozyme

Narendra Kumar et al.

JOURNAL OF PHYSICAL CHEMISTRY B (2020)

Add to Collection

Article Chemistry, Multidisciplinary

Synthesis of Aryldiphenylphosphine Oxides by Quaternization of Tertiary Diphenylphosphines with Aryl Bromides Followed by the Wittig Reaction

Chun-Hong Zhong et al.

ACS OMEGA (2020)

Add to Collection

Article Chemistry, Inorganic & Nuclear

Synthesis, structure and properties of a boron-substituted phosphorane bearing N,O-bidentate ligands

Nathan J. O'Brien et al.

POLYHEDRON (2020)

Add to Collection

Review Chemistry, Organic

Radical reactions promoted by trivalent tertiary phosphines

Dingwu Pan et al.

ORGANIC CHEMISTRY FRONTIERS (2020)

Add to Collection

Article Biochemistry & Molecular Biology

Transition State Analysis of the Reaction Catalyzed by the Phosphotriesterase from Sphingobium sp. TCM1

Andrew N. Bigley et al.

BIOCHEMISTRY (2019)

Add to Collection

Article Chemistry, Medicinal

DNAzymes at Work: A DFT Computational Investigation on the Mechanism of 9DB1

Edoardo Jun Mattioli et al.

JOURNAL OF CHEMICAL INFORMATION AND MODELING (2019)

Add to Collection

Article Biochemistry & Molecular Biology

An Ontology for Facilitating Discussion of Catalytic Strategies of RNA-Cleaving Enzymes

Philip C. Bevilacqua et al.

ACS CHEMICAL BIOLOGY (2019)

Add to Collection

Article Chemistry, Multidisciplinary

Comparison of the Structures and Mechanisms of the Pistol and Hammerhead Ribozymes

Timothy J. Wilson et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2019)

Add to Collection

Article Chemistry, Multidisciplinary

Unveiling a Single-Metal-Mediated Phosphodiester Bond Cleavage Mechanism for Nucleic Acids: A Multiscale Computational Investigation of a Human DNA Repair Enzyme

Mohamed M. Aboelnga et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2019)

Add to Collection

Article Chemistry, Physical

Role of Ionizing Amino Acid Residues in the Process of DNA Binding by Human AP Endonuclease 1 and in Its Catalysis

Irina V. Alekseeva et al.

JOURNAL OF PHYSICAL CHEMISTRY B (2019)

Add to Collection

Article Chemistry, Multidisciplinary

The reaction of 4-(1,3,2-benzodioxaphosphol-2-yloxy)-3-tert-butylpent-4-en-2-one with hexafluoroacetone

Vladimir F. Mironov et al.

MENDELEEV COMMUNICATIONS (2019)

Add to Collection

Article Chemistry, Physical

Evidence for a Catalytic Strategy to Promote Nucleophile Activation in Metal-Dependent RNA-Cleaving Ribozymes and 8-17 DNAzyme

Abir Ganguly et al.

ACS CATALYSIS (2019)

Add to Collection

Article Chemistry, Inorganic & Nuclear

Ammonium and Potassium Salts of a Hexacoordinate Phosphorus(V) Anion Featuring P-O and P-C Bonds

Khatera Hazin et al.

INORGANIC CHEMISTRY (2019)

Add to Collection

Review Chemistry, Multidisciplinary

RNA Structural Dynamics As Captured by Molecular Simulations: A Comprehensive Overview

Jiri Sponer et al.

CHEMICAL REVIEWS (2018)

Add to Collection

Article Chemistry, Inorganic & Nuclear

Base Mechanism to the Hydrolysis of Phosphate Triester Promoted by the Cd2+/Cd2+ Active site of Phosphotriesterase: A Computational Study

Marcelo A. Chagas et al.

INORGANIC CHEMISTRY (2018)

Add to Collection

Article Chemistry, Inorganic & Nuclear

On the Mechanism of Trimethylphosphine-Mediated Reductive Dimerization of Ketones

Arturo Espinosa Ferao

INORGANIC CHEMISTRY (2018)

Add to Collection

Article Chemistry, Organic

Employing Arynes for the Generation of Aryl Anion Equivalents and Subsequent Reaction with Aldehydes

Rahul N. Gaykar et al.

JOURNAL OF ORGANIC CHEMISTRY (2018)

Add to Collection

Article Chemistry, Multidisciplinary

Molecular Design, Synthesis, and Asymmetric Catalysis of a Hexacoordinated Chiral Phosphate Ion

Daisuke Uraguchi et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2018)

Add to Collection

Article Chemistry, Multidisciplinary

Biphilic Organophosphorus-Catalyzed Intramolecular C-sp(2)-H Amination: Evidence for a Nitrenoid in Catalytic Cadogan Cyclizations

Trevor V. Nykaza et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2018)

Add to Collection

Article Chemistry, Multidisciplinary

Insertion of a Nontrigonal Phosphorus Ligand into a Transition Metal-Hydride: Direct Access to a Metallohydrophosphorane

Akira Tanushi et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2018)

Add to Collection

Article Chemistry, Organic

Tandem dihetero-Diels-Alder and Huisgen cycloaddition reactions. Synthesis, crystal structure and hydrolysis of the novel cage phosphoranes

Nadezhda R. Khasiyatullina et al.

ORGANIC CHEMISTRY FRONTIERS (2018)

Add to Collection

Article Chemistry, Organic

Recent renewed interest in the classical Kukhtin-Ramirez adducts

Yiyi Liu et al.

TETRAHEDRON LETTERS (2018)

Add to Collection

Article Chemistry, Physical

The Catalytic Mechanism of DNA and RNA Polymerases

Vito Genna et al.

ACS CATALYSIS (2018)

Add to Collection

Article Chemistry, Multidisciplinary

Revisiting the polytopal rearrangements in penta-coordinate d7-metallocomplexes: modified Berry pseudorotation, octahedral switch, and butterfly isomerization

Rubik Asatryan et al.

CHEMICAL SCIENCE (2017)

Add to Collection

Article Chemistry, Organic

Stereoselective PCO/POC-Rearrangement of P C-Cage Phosphorane in the Reaction of 4,5-Dimethyl-2-(2-oxo-1,2-diphenyl)ethoxy-1,3,2-dioxaphospholane with Hexafluoroacetone

Vladimir F. Mironov et al.

JOURNAL OF ORGANIC CHEMISTRY (2016)

Add to Collection

Article Chemistry, Multidisciplinary

Preparation and Crystal Structure of 1,1-Tetramethylethylenedioxy-3,4-diphenyl-6-trichloromethyl-2,5,7,1-trioxaphosphabicyclo[2.2.11,4]heptane and 2-(1-Hydroxy-2,2,2-trichloroethoxy)-4,4,5,5-tetramethyl-2-oxo-1,3,2-dioxaphospholane

N. R. Khasiyatullina et al.

RUSSIAN JOURNAL OF GENERAL CHEMISTRY (2016)

Add to Collection

Article Chemistry, Multidisciplinary

Synthesis, crystal structure and hydrolysis of novel isomeric cage (P-C/P-O)-phosphoranes on the basis of 4,4,5,5-tetramethyl-2-(2-oxo-1,2-diphenylethoxy)-1,3,2-dioxaphospholane and hexafluoroacetone

Nadezhda R. Khasiyatullina et al.

RSC ADVANCES (2016)

Add to Collection

Article Chemistry, Multidisciplinary

Reaction of 4,5-dimethyl-2-(2-oxo-1,2-diphenylethoxy)-1,3,2-dioxaphospholane with hexafluoroacetone: formation of isomeric caged phosphoranes with phosphorus-carbon and phosphorus-oxygen bonds

V. F. Mironov et al.

RUSSIAN CHEMICAL BULLETIN (2015)

Add to Collection

Article Chemistry, Multidisciplinary

Caged phosphorane with P-C bond based on chloral and 4,5-dimethyl-2-(2-oxo-1,2-diphenylethoxy)-1,3,2-dioxaphospholane

V. F. Mironov et al.

RUSSIAN JOURNAL OF GENERAL CHEMISTRY (2015)

Add to Collection

Article Chemistry, Multidisciplinary

Stereomutation of Pentavalent Compounds: Validating the Berry Pseudorotation, Redressing Ugi's Turnstile Rotation, and Revealing the Two- and Three-Arm Turnstiles

Erik P. A. Couzijn et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2010)

Add to Collection

Article Chemistry, Inorganic & Nuclear

Biologically relevant phosphoranes: Hypervalent phosphorus as applied to phosphoryl transfer enzymes

Robert R. Holmes et al.

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS (2008)

Add to Collection

Article Chemistry, Organic

Laser flash photolysis evidence for styryl radical cation cyclization in the SET-induced photorearrangement of a p-methoxy-substituted 2-phenylallyl phosphite

D Shukla et al.

JOURNAL OF ORGANIC CHEMISTRY (2000)

Add to Collection

© Peeref 2019-2024. All rights reserved.