53554-11-3

Upstream product

• 1806-29-7 2,2'-dihydroxybiphenyl 
• 5843-26-5 tetramethylphosphorodiamidous acid 
• 82127-60-4 6-tert-butoxydibenzo-<1,3,2>dioxaphosphepin 
• 16611-68-0 6-chloro-dibenzo[d,f][1,3,2]-dioxaphosphepin 
• 108-91-8 cyclohexylamine 

Downstream Products

• 145593-35-7 2-(6-Oxo-5,7-dioxa-6λ⁵-phospha-dibenzo[a,c]cyclohepten-6-ylmethyl)-pyridine 
• 109-89-7 diethylamine 

Relevant academic research and scientific papers

Synthesis of the H-phosphonate dibenzo[d,f][1,3,2]dioxaphosphepine 6-oxide and the phospha-Michael addition to unsaturated compounds

A series of phosphonate-containing compounds based on dibenzo[d,f][1,3,2]dioxaphosphepine 6-oxide (BPPO) is presented. BPPO is synthesized by a three–component condensation and is added to activated alkenes with systematically varied structure via phospha

METHOD FOR THE SYNTHESIS OF HETEROCYCLIC HYDROGEN PHOSPHINE OXIDE

The present invention is related to a method for the synthesis of a heterocyclic hydrogen phosphine oxide, having the general formula (I), wherein: - R is a aliphatic or aromatic divalent group optionally comprising one or more heteroatoms and optionally comprising one or more substituents and - X and Y are independently selected from -O-, -C(O)O- and -NR'- wherein R' is a monovalent group optionally comprising one or more heteroatoms comprising the steps of: a) forming a reaction mixture by mixing a compound having the general formula HX-R-YH and tetraphosphorus hexaoxide; b) recovering the resulting compound comprising the heterocyclic hydrogen phosphine oxide.

Asymmetric hydrogenation using rhodium complexes generated from mixtures of monodentate neutral and anionic phosphorus ligands

A series of monodentate neutral and anionic phosphorus ligands was synthesized and evaluated in the asymmetric rhodium-catalyzed hydrogenation of functionalized olefins by using either catalysts containing identical ligands or catalysts generated from mixtures of two different ligands. We expected that the combination of an anionic ligand with a neutral ligand would favor the formation of hetero over homo bis-ligand complexes due to charge repulsion. NMR spectroscopic studies confirmed that charge effects can indeed shift the equilibrium toward the hetero bis-ligand complexes. In several cases, the combination of a neutral phosphane with an anionic phosphane, one chiral and the other achiral, furnished significantly higher enantioselectivities than analogous mixtures of two neutral ligands. The best results were obtained with a mixture of an anionic phosphoramidite and a neutral phosphoric acid diester. It is supposed that in this case a hydrogen bond between the two ligands additionally stabilizes the hetero ligand combination. Charge effects and hydrogen bonding favor the formation of rhodium hetero bis-ligand complexes from mixtures of neutral and anionic monodentate phosphorus ligands. The combination of a neutral phosphoric acid diester as a hydrogen donor and an anionic phosphoramidite as a hydrogen acceptor gives very high enantioselectivities in Rh-catalyzed hydrogenation reactions, thus exceeding the ee values of the corresponding homo bis-ligand complexes (see scheme). Copyright

Reactivity of cyclic arsenites and phosphites: X-ray structures of bis(5,5-dimethyl-1,3,2-dioxarsenan-2-yl) ether and bis(2,4,8,10-tetra-tert-butyl-12H-dibenzodioxarsenocin-6-yl) ether

Reaction of the chlorophosphite 1 with cyclohexylamine gave the expected product 3 whereas the corresponding chloroarsenite 2 led to the bridged compound 12.When the reaction was performed in the presence of water, 1 gave the expected product 11 whereas 2 gave the oxo-bridged compound 13.The amino phosphite 3 underwent hydrolysis to afford the ring cleaved product 18 whereas the phenoxy phosphite 21 led to the ring preserved compound 11.In contrast, the corresponding phenoxy arsenite 25 gave the oxo-bridged compound 13.Addition of perchloro-o-benzoquinone to the phosphite 23 was highly exothermic and afforded the phosphorane 29; however the corresponding arsenoate 27 reacted very sluggishly at room temperature and when heated gave an uncharacterizable mixture of products.The identity of the title oxy-bridged compounds 13 and 15 obtained here has been confirmed by X-ray structure determination; the six-membered rings in 13 have a 'chair' comformation and the eight-membered rings in 15 have a 'symmetrical anti' conformation.

A SIMPLE AND CONVENIENT SYNTHESIS OF 2-PHOSPHONOMETHYL PYRIDINES

The Michaelis-Becker-Nylen reaction is well suited for the synthesis of 2-phosphonomethyl pyridines.We have improved this four steps method in a one pot reaction using commercial reagents.By this general procedure we have prepared seven new 2-phosphonomethyl pyridines (Ia-g) under mild conditions with higher yields.Key words: 2-phosphono pyridines; 2-phosphonomethyl pyridines; Michaelis-Becker-Nylen reaction; new phosphonates; potential ligands.

THREE-COMPONENT CONDENSATION OF ο-HYDROXY-L-α-AMINOCARBOXYLIC ACIDS, WATER AND PHOSPHORUS TRICHLORIDE OR METHYLDICHLOROPHOSPHINE

Three-component condensation has been carried out of the ethyl esters of the N-acetylated L-tyrosine, L-DOPA, L-serine, L-threonine, and 4-hydroxy-L-proline, with equivalent amounts of water and phosphorus trichloride or methyldichlorophosphine, followed