107394-70-7

Upstream product

• 29833-83-8 triphenyl phosphite ozonide 
• 83466-54-0 Bis(2,4,6-tri-tert-butylphenyl)diphosphen 
• 41850-89-9 o-Phenylen-phenyl-phosphit-ozonid 
• 136492-01-8 (1R,2R)-3,3-Dichloro-1,2-bis-(2,4,6-tri-tert-butyl-phenyl)-diphosphirane 1,2-dioxide 
• 83115-12-2 (2,4,6-tri-tert-butylphenyl)phosphine 
• 143372-18-3 1-(2,4,6-tri-t-butylphenyl)-2-phenyl-1-phosphaethene 
• 100-52-7 benzaldehyde 
• 1122-91-4 4-bromo-benzaldehyde 
• 86120-24-3 (2,4,6-tri-tert-butyl)phenylmonochlorophosphane 
• 123278-25-1 1,8-diaza-6-(2',4',6'-tri-t-butylphenylphosphanylidene)-bicyclo-{5.4.0}-undec-7-ene 
• 79074-00-3 2,4,6-tri-t-butylphenylphosphonous dichloride 
• 75-25-2 Bromoform 
• 88721-96-4 t-butyldimethylsilyl(2,4,6-tri-t-butylphenyl)phosphine 
• 127411-98-7 (1S,2S)-3-Chloro-3-phenyl-1,2-bis-(2,4,6-tri-tert-butyl-phenyl)-diphosphirane 

Relevant academic research and scientific papers

PREPARATION AND CHARACTERIZATION OF STERICALLY PROTECTED PRIMARY PHOSPHINE SULFIDE AND OXIDE

Sterically protected primary phosphine sulfide (1) and oxide (3), were prepared from 2,4,6-tri-tert-butylphenylphosphine (2) and were characterized as stable compounds.

Reactivity studies of an imine-functionalised phosphaalkene; unusual electrostatic and supramolecular stabilisation of a σ2λ3-phosphorus motif via hydrogen bonding

A P═C heavy-alkene analogue that is unreactive towards the addition of strong acids on its double-bond is presented; instead, a strategically located imine nitrogen on the periphery forms protonated adducts displaying hydrogen bonding interactions. These materials are significantly more stable than the parent species, demonstrating an unprecedented approach towards the stabilisation of a multiple-bonded heavy main group fragment, in this case, a phosphaalkene. An HCl adduct self-assembles with H2O into a dimeric network displaying a discrete quadrilateral hydrogen-bonded arrangement.

SYNTHESIS OF ALKENES FROM PHOSPHAALKENES AND CARBONYL COMPOUNDS

The present invention is a method for the reductive coupling of carbonyl compounds to selectively prepare unsymmetrical alkene(s). In a first step of the method according to the invention, a phosphorus reagent, such as a phosphanylphosphonate, a phosphoranylidenephosphane, or a silylphosphane, is used to convert the first carbonyl compound to a λ3 σ2 phosphaalkene intermediate. This phosphaalkene intermediate is activated by the addition of a base such as hydroxide or alkoxide, potentially under oxidizing conditions, and then reacted with a second carbonyl compound to form the alkene. The first and the second carbonyl compounds may be different from each other, substituted and selected from the group consisting of aldehydes, such as aromatic or aliphatic aldehyde, or ketones, such as aromatic or aliphatic ketones. In such a case, an unsymmetrical alkene is selectively formed. The invention also embraces any alkene compound prepared as taught by the present application. Another aspect of the invention is a kit of parts for the reductive coupling of a first and a second (substituted) carbonyl compound to selectively prepare unsymmetrically substituted alkene(s).

Unsymmetrical E-Alkenes from the Stereoselective Reductive Coupling of Two Aldehydes

The unprecedented formation of unsymmetrical alkenes from the intermolecular reductive coupling of two different aldehydes is described. In contrast to the McMurry reaction which affords statistical product mixtures, selectivity in the reported procedure is achieved by a sequential ionic mechanism in which a first aldehyde is reacted with a phosphanylphosphonate to afford a phosphaalkene intermediate which, upon activation by hydroxide, reacts with a second aldehyde to the unsymmetrical E-alkenes. The described reaction is free of transition metals and proceeds under ambient temperature within minutes in good to excellent overall yields. It is a new methodology to use feedstock aldehydes for the direct production of C C double bond-containing products and may impact how chemists think of multistep synthetic sequences in the future.

Reaction of lithium (2,4,6-tri-tert-butylphenyl)silylphosphides with haloforms

The reaction of lithium (tert-butyldimethylsilyl)(2,4,6-tri-tert- butylphenyl)phosphide with chloroform afforded (Z)-2-(tert-butyldimethylsilyl)- 2-chloro-1-(2,4,6-tri-tert-butylphenyl)-1- phosphaethene. The NMR study revealed a secondary phosphine result

Cheletropic reactions in diphosphirane series

In the diphosphirane series, whereas the fragmentation is a side reaction during the photochemical, thermal or cationic ring opening, the oxidation of the phosphorus lone pairs leads quantitatively to the corresponding phosphaalkenes, and the unstable pho

REACTIVITY OF DIPHOSPHENE TOWARDS OXYGEN AND DIAZO DERIVATIVES: NEW METHOD OF OBTAINING STABLE DIPHOSPHIRANES

Different aspects of the reactivity of the diphosphene are presented : reactivity of the lone pair and/or reactivity of the double bound.

SPECIAL PROPERTIES IMPARTED TO THE 9-PHOSPHABICYCLONONATRIENE SYSTEM BY A P-(2,4,6-TRI-t-BUTYLPHENYL) SUBSTITUENT; (17)O NMR SPECTRUM OF A BICYCLIC PHOSPHIRANE OXIDE

9-(2,4,6-Tri-t-butylphenyl)-9-phosphabicyclonona -2,4,6-triene gave an observable P-oxide with t-butyl hydroperoxide.Decomposition occurred by expulsion of the phosphorus fragment, possibly as ArP=O, rather than by the expected ring expansion to a phosphonin oxide.The (17)O NMR shift of 18.0 is the most upfield known for a phosphine oxide.

OXYDATION ET ISOMERISATION DE DIPHOSPHENE

The oxidation and isomerization properties of bisdiphosphene are reported.