143372-18-3

Upstream product

• 86120-24-3 (2,4,6-tri-tert-butyl)phenylmonochlorophosphane 
• 16721-45-2 triphenyl(phenylmethylene)phosphorane 
• 100-52-7 benzaldehyde 
• 83115-12-2 (2,4,6-tri-tert-butylphenyl)phosphine 
• 91425-17-1 (2,4,6-tri-tert-butylphenyl)(trimethylsilyl)phosphane 
• 100281-23-0 [(dibromomethylene)(2,4,6-tri-tertbutylphenyl)phosphine] 
• 100281-24-1 2,2-dichloro-1-(2,4,6-tri-tert-butylphenyl)-1-phosphaethene 
• 79074-00-3 2,4,6-tri-t-butylphenylphosphonous dichloride 
• 212079-68-0 [(2,4,6-tri-tert-butylphenyl)PPMe₃] 
• 100281-31-0 (E/Z)-(Bromomethylene)(2,4,6-tri-tert-butylphenyl)phosphane 
• 100-58-3 phenylmagnesium bromide 
• 100-59-4 phenylmagnesium chloride 
• 92957-42-1 E-2-chloro-1-(2,4,6-tri-t-butylphenyl)-1-phospha-ethylene 
• 68357-98-2 mesitylphosphine 

Downstream Products

• 103-30-0 (E)-1,2-diphenyl-ethene 
• 107394-70-7 2,4,6-tri-tert-butylphenylphosphinic acid 
• 156754-78-8 Cu₂Cl₂(CH₃CN)2(P(C₆H₂(C(CH₃)3)3)CHC₆H₅)2 
• 102150-16-3 (Phenylethenyliden)(2,4,6-tri-tert-butylphenyl)phosphan 
• 129715-34-0 (1S,3S)-2,2-Dichloro-3-phenyl-1-(2,4,6-tri-tert-butyl-phenyl)-phosphirane 
• 100281-24-1 2,2-dichloro-1-(2,4,6-tri-tert-butylphenyl)-1-phosphaethene 

Relevant academic research and scientific papers

THE FIRST X-RAY STRUCTURE DETERMINATION OF A Z-PHOSPHAETHYLENE: Z-2-PHENYL-1-(2,4,6-TRI-t-BUTYLPHENYL)PHOSPHAETHYLENE

The sterically protected Z-phosphaethylene, Z-2-phenyl-1-(2,4,6-tri-t-butylphenyl)phosphaethylene (1-Z), was analyzed by X-ray crystallography.

The Phospha-Bora-Wittig Reaction

We report the phospha-bora-Wittig reaction for the direct preparation of phosphaalkenes from aldehydes, ketones, esters, or amides. The transient phosphaborene Mes*P═B-NR2 reacts with carbonyl compounds to form 1,2,3-phosphaboraoxetanes, analogues of oxap

Reductive coupling of two aldehydes to unsymmetrical: E -alkenes via phosphaalkene and phosphinate intermediates

Stilbenes with push-pull electronics are directly accessible from an electron-rich and an electron-deficient benzaldehyde in a novel reductive aldehyde cross-coupling reaction. The one-pot procedure is enabled by the oxidation of a transient phosphinite to the corresponding phosphinate which exhibits sufficient reactivity towards deactivated aldehydes.

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.

'Phospha-Wittig' reactions using isolable phosphoranylidenephosphines ArP=PR3 (Ar = 2,6-Mes2C6H3 or 2,4,6-But3C6H2)

Phosphoranylidenephosphines DmpP=PMe3 (1a, Dmp = 2,6-Mes2C6H3) and Mes*P=PMe3 (1b, Mes* = 2,4,6-But3C6H2) act as 'Phospha-Wittig' reagents with aldehydes pr

The synthetic potential of C-halophosphaalkenes

Methodologies for the functionalization of phosphaalkenes Mes*P=CHal2 were developed. Lithiation with n-butyllithium yielded carbenoids Mes*P=CLiHal which were reacted with various electrophiles such as acid chlorides, carbonyl compounds, and metal halides. The dihalophosphaalkenes were also converted to monohalophosphaalkenes; the latter proved to be suitable for Stille-type cross coupling reaction with Grignard reagents. New phosphaalkenes of the type (E)-Mes*P=C(H)Ar with a variety of functionalities were obtained in high yield and isomeric purity.

Phosphinidene transfer reactions of the terminal phosphinidene complex Cp2Zr(PC6H2-2,4,6-t-Bu3)(PMe 3)

The terminal zirconium phosphinidene complex Cp2Zr(PR*)(PMe3) (R* = C6H2-2,4,6-t-Bu3) 2 has been synthesized in high yield, and its reactivity has been investigated. The compound Cp2ZrMe(PH

Radical Reaction in an X-Irradiated Phosphaalkene: a Single-Crystal ESR Study

Single-crystals of 1--2-phenylphosphaethene (PPPE) and of 2D- and 13C-enriched PPPE were studied by ESR after X-ray irradiation.Two phosphorus-centered radicals were trapped in the crystals.The first one was characterized by its 31P, 1H- and 13C-hyperfine tensors, the second one exhibited coupling with 31P only.Comparison of these parameters with those predicted by ab initio calculations on some phosphinyl species indicates that these two radicals probably result, on the one hand, from an addition of a H-atom to the C-atom of the P=C bond and, on the other, from a cyclization of the parent molecule.The proposed mechanisms are consistent with the mutual orientations of the hyperfine eigenvectors and bond directions in the undemaged molecule.A C-centered radical which results from an addition of a H-atom to the P-atom of the phosphaethylene bond is also detected.