Long sought synthesis of quaternary phosphonium salts from phosphine oxides: inverse reactivity approach

2018 ◽  
Vol 54 (46) ◽  
pp. 5843-5846 ◽  
Author(s):  
Anna C. Vetter ◽  
Kirill Nikitin ◽  
Declan G. Gilheany
Keyword(s):  
Grignard Reagents ◽  
Phosphine Oxides ◽  
Phosphonium Salts ◽  
New Synthesis ◽  
Quaternary Phosphonium Salts

Reaction of Grignard reagents with chlorophosphonium salts provides a conceptually new synthesis of quaternary phosphonium salts from phosphine oxides by using inverse reactivity at phosphorus.

The Study of the Conformation and Dynamics of the New Quaternary Phosphonium Salts by NMR Spectroscopy

2014 ◽  
Vol 45 (7) ◽  
pp. 653-665 ◽  
Author(s):  
Oksana Aganova ◽  
Leisan Galiullina ◽  
Albert Aganov ◽  
Yurii Shtyrlin ◽  
Mikhail Pugachev ◽  
...  
Keyword(s):  
Nmr Spectroscopy ◽  
Phosphonium Salts ◽  
Quaternary Phosphonium Salts

Conjugate Addition of Grignard Reagents to Nitroarenes: A New Synthesis of 9-Alkylanthracenes, 9-Nitro-10-alkylanthracenes, and 10,10-Dialkylanthrones

Synthesis ◽  
1982 ◽  
Vol 1982 (10) ◽  
pp. 836-839 ◽  
Author(s):  
Nicola Armillotta ◽  
Giuseppe Bartoli ◽  
Marcella Bosco ◽  
Renato Dalpozzo
Keyword(s):  
Conjugate Addition ◽  
Grignard Reagents ◽  
New Synthesis

scholarly journals Cyclic Phosphine Oxides and Phosphinamides from Di-Grignard Reagents and Phosphonic Dichlorides: Modular Access to Annulated Phospholanes

2015 ◽  
Vol 80 (19) ◽  
pp. 9774-9780 ◽  
Author(s):  
Aaron M. Gregson ◽  
Steven M. Wales ◽  
Stephen J. Bailey ◽  
Anthony C. Willis ◽  
Paul A. Keller
Keyword(s):  
Grignard Reagents ◽  
Phosphine Oxides

Orthogonal Investigation of Influencing Factors on the Modification of Montmorillonite by THPC in Acid Conditions

2014 ◽  
Vol 936 ◽  
pp. 1017-1021
Author(s):  
Pan Chen ◽  
Jin Cheng Wang
Keyword(s):  
Reaction Time ◽  
Ion Exchange ◽  
Influencing Factors ◽  
Reaction Temperature ◽  
Orthogonal Test ◽  
Test Results ◽  
Phosphonium Salts ◽  
Exchange Reactions ◽  
Quaternary Phosphonium Salts

Na-MMT was modified with quaternary phosphonium salts, tetramethylolphosphonium chloride (THPC), via ion-exchange reactions, in acid conditions. Different factors such as reaction time , reaction temperature, the types of solvent, and CEC ratios, were investigated using orthogonal test. Results showed that the best combination of these four factors were A1B3C1D1, that is, the type of the solvent was acetone and water (1:1), reaction time was 3h, CEC ratio was 1:1, and the reaction temperature was 80°C.

Peri-Interactions in Naphthalenes, 9 [1]. On Hypercoordination in Non-Quaternary Phosphonium Salts and a Secondary Phosphine with the (8-Dimethylamino-Naphth-1-Yl) Substituent

2003 ◽  
Vol 58 (1) ◽  
pp. 59-73 ◽  
Author(s):  
Günter Paulus Schiemenz ◽  
Christian Näther ◽  
Simon Pörksen
Keyword(s):  
Hydrogen Bonds ◽  
Basic Assumption ◽  
Coupling Constants ◽  
Secondary Phosphine ◽  
Phosphonium Salts ◽  
Silicon Compounds ◽  
Nmr Data ◽  
Yield Information ◽  
Quaternary Phosphonium Salts

Abstract The 31P NMR data of non-quaternary (8-dimethylamino-naphth-1-yl)phosphonium salts, with emphasis on the 1J(31P, 1H) coupling constants, where scrutinized for their potential to yield information about N→P dative interactions. As for δ (29Si) and 1J(29Si, 1H) in the isosteric silanes, the data do not permit conclusions in favour of such interactions. 1J(31P, 1H) of bis(8-dimethylaminonaphth- 1-yl)phosphine in conjunction with the distances d(N···P) invalidates the basic assumption on which the claim of dative N→P/Si bonding in such phosphorus and silicon compounds rests, viz. that N···P/Si distances of ca. 270 pm are evidence for P/Si-hypercoordination. No evidence for hydrogen bonds N···H-P was found.

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