Reaction of Alkylidenephosphoranes with Nitrosyl Chloride and Decomposition of α-Hydroxyiminophosphonium Chlorides Formed
スポンサーリンク
概要
- 論文の詳細を見る
The reaction of stable alkylidenephosphoranes with nitrosyl chloride in THF gave α-substituted α-hydroxyiminomethyltriphenylphosphonium chloride (A) in high yields. In the case of active alkylidenephosphoranes, "transylidation" took place simultaneously and a mixture of A and α-substituted methyltriphenylphosphonium chloride was obtained along with corresponding amounts of nitrile and triphenylphosphine oxide. By thermal decomposition, all α-hydroxyiminomethyltriphenylphosphonium chlorides (A) afforded nitriles and triphenylphosphine oxide.
- 公益社団法人 日本化学会の論文
著者
-
Akiba Kin-ya
Department Of Chemistry Faculty Of Science Hiroshima University
-
Eguchi Chikahiko
Department of Chemistry, Faculty of Science, The University of Tokyo
-
Inamoto Naoki
Department of Chemistry and Research Centre for Spectrochemistry, Faculty of Science, The University of Tokyo
関連論文
- Synthesis of Unsymmetrically Substituted Antimony(V) Tetraphenylporphyrins
- Monomeric 10-Sb-5 Pentacoordinate Organoantimony Monohalides and Their Permutational Behavior
- Synthesis, Structure, and Reactions of 10-Sn-5 Organotin Ate Complexes
- Synthesis, Structure, and Reactions of a 10-Sb-4 Type Antimony Ate Complex
- Synthesis, Structure, and Some Reactions of (2,4,6-Tri-t-butyl)thiobenzaldehyde, the First Stable Aromatic Thioaldehyde
- Intramolecular Dehydration of β-Hydroxyalkylphosphonic Acid Monoesters. A Novel Type of Olefin Formation
- The Olefin Synthesis from β-Hydroxyalkylphosphonates Induced by Fluorides or Relatively Weak Bases
- Cycloaddition and Oxidation Reactions of a Stable Thioaldehyde, (2,4,6-Tri-t-butyl)thiobenzaldehyde
- The Phospha-Cope Rearrangement of 3-Phospha-1,5-hexadiene Derivatives Bearing a Hydroxyl Group
- Structure of Azabismocines, Hexacoordinate Pentavalent Organobismuth Compounds
- Synthesis and X-Ray Structures of Arsenic(V) Porphyrins with Symmetric Diaxial Ligands of Me_2 and F_2
- A New Preparative Route to Phosphaethynes from Dichlorophosphaethenes by Lithiation, Photoisomerization, and Re-lithiation Involving Migration
- ^Sb Mossbauer Spectra of Hexafluorocumyl Alcohol Complexes of Sb(V), and of Sb(III) with Negative Quadrupole Coupling Contants
- Synthesis and Pseudorotational Barriers of Hypervalent Antimony Compounds Bearing Antimony-Group 6 Transition Metal Bonds
- Characterization of Enantiomeric Paris of Optically Active 10-P-5 Phosphoranes with Asymmetry Only at Phosphorus^
- Highly Z-Selective Synthesis of Disubstituted α,β-Unsaturated Cyanides and Amides Using 10-P-5 Wittig Type Reagents
- Metal Phosphinylides and Phosphinothioylides. II. Effects of Metals on the Reactions of [Ph2PX]M with Benzaldehyde and p-Benzoquinone
- Chemistry of Nitrosoimines. VI. Attempted Syntheses of Some Resonance Stabilized Nitrosoimines and Their UV Spectra
- A Grignard-type addition of allyl unit to aldehydes by using bismuth and bismuth salt.
- Chemistry of N-thiosulfinylanilines. III. Thiosulfinylamine-5H-1,2,3-dithiazole equilibrium as studied by NMR spectroscopy.
- Oxidation of 4-alkyl-1-hydroxyimino-2,4,6-tri-t-butyl-2,5-cyclohexadienes. Formation of 4-alkyl-2,6-di-t-butylnitrobenzenes via iminoxyl radical.
- Chemistry of N-thiosulfinylanilines. IV. Reactions of N-thiosulfinylanilines with electrophilic reagents.
- Synthesis and reactions of o-naphthothioquinone methides.
- Synthesis and reactions of o-benzothioquinonemethides.
- Cycloaddition reactions of thioacylketene thioacetals and N-thioacyldithioimidocarbonates.
- Phosphinidenes and Related Intermediates. III. Reactions of Phosphinylidenes and Phosphinothioylidenes with Conjugated Dienes
- Photolytic and Thermal Decompositions of 5-Substituted 1,2,3,4-Thiatriazoles in the Presence of Olefins. Reactions of Sulfur Atoms
- Synthesis and properties of o-thioquinone methides having ketene aminal, ketene acetal, ketene monothioacetal, or ketene dithioacetal group.
- Reactions of alkyl diphenylphosphinates and related thio esters with some nucleophiles. SN2 (S) reaction and Wittig type rearrangement.
- Oxidation of Diphosphine Dioxides, Disulfides and Phosphinothioite and Photolysis of Diphosphine Disulfides. Formation of Phosphinic and Phosphinothioic Anhydrides
- A mechanistic study on the reaction of iminothiadiazolines with activated acetylenes: Competitive pathway through hypervalent sulfurane and zwitterion.
- Chemistry of nitrosoimines. XIV. Photolysis of 5-nitrosoimino-4-phenyl-3-phenylimino-1,2,4-thiadiazolidine.
- Reactions of Nitrones with Free Radicals. II. Formation of Nitroxides
- Fluoride ion-induced Horner-Emmons reaction of .ALPHA.-silylalkylphosphonic derivatives with carbonyl compounds.
- Chemistry of Nitrosoimines. X. Reactions of 3-Substituted 2-Nitrosoimino-2,3,-dihydrobenzothiazoles with Aryl and t-Butyl Grignard Reagents
- Reactions of Diphenylphosphinothioyl Isothiocyanate and Related Compounds with Some Nucleophiles and Carbodiimides
- Belousov-Zhabotinskii reaction with 2,3-diones.
- Alkylation of the sulfur- and nitrogen-containing compounds analogous to thiazoline systems.
- Preparation of tetraalkyl 2,2'-phthaloylbis(1,2-dihydro-1-isoquinolylphosphonate)s and their reactions with base.
- Reactions of aldonitrones with phenylphosphonothioic dichloride and related compounds. Formation of 2-arylbenzothiazoles from .ALPHA.,N-diarylnitrones.
- Alkylation of benzothiazolines and the Stevens rearrangement of the resulting 2,3,3-trisubstituted benzothiazolinium salts.
- Preparation and hydrolysis of some sterically protected 1-aza-3-phosphaallenes.
- A convenient method for the regioselective synthesis of 4-alkyl(aryl)pyridines using pyridinium salts.
- Phosphinidenes and related intermediates. IV. Reactions of phosphinothioylidenes with cis- and trans-stilbene oxides.
- Metal Phosphinylides and Phosphinothioylides. IV. Reactions with Tetrahydrofuran
- Elucidation of the origin of substituent effects. Theoretical investigation of field effect in aliphatic systems by ab initio molecular orbital calculation using simple models.
- Thermolysis of 6-hydroxymino-1,3,5-tri-t-butyl-5-methyl-1,3-cyclohexadiene.
- The reaction of diphenyl(trimethylsilylmethyl)phosphine with carbonyl compounds in the presence of fluorides.
- Synthesis and reactions of selenoketones.
- The correct structure of cyclic adducts of (diphenylmethylene)-oxophenylphosphorane with aromatic aldehydes.
- Reactions of Aryliminotriphenylphosphoranes with Sulfenes
- Reactions of Thiobenzophenones with Benzenediazonium-o-carboxylate, and Salicyloyl and o-Mercaptobenzoyl Chlorides as 1,4-Dipolar Reagents
- Equilibrium and 31P chemical shifts of the adducts of trialkylphosphines and isothiocyanates, and reactions of triethylphosphine and benzoyl isothiocyanate.
- Reactions of 2,4-dialkoxy-1,3-diphenyl-1,3,2,4-diazadiphosphetidines with benzil, benzalacetophenone, and .ALPHA.-phenyliminobenzyl phenyl detone.
- Friedel-Crafts Reaction of 1,3,5-Trialkylbenzenes with Sulfur Monochloride and N-Chlorodimethylamine
- Homolytic aromatic substitution by iminyl radicals. Photolysis of aromatic ketone O-acyloximes in aromatic solvents.
- Syntheses of a New Series of Transition Metal Chelates of Diphenylphosphinothioylthiourea Anion
- Reaction of Alkylidenephosphoranes with Nitrosyl Chloride and Decomposition of α-Hydroxyiminophosphonium Chlorides Formed
- Chemistry of Nitrosoimines. XII. Reactions of 3-Substituted 2-Nitrosoimino-2,3-dihydrobenzothiazoles with Alkyl Grignard Reagents
- Reactions of 2,4,6-Tri-t-butylnitrosobenzene with Grignard Reagents
- Metal phosphinylides and phosphinothioylides. VI. Some observations in reactions of diphenylphosphinic cloride with tetrahydrofuran in the presence of metal chlorides.
- Chemistry of Nitrosoimines. XI. Reactions of 3-Substituted 2-Nitrosoimino-2,3-dihydrobenzothiazoles with Benzyl and Allylic Grignard Reagents