16602-27-0

Upstream product

• 75-30-9 2-iodo-propane 
• 19493-09-5 Methylenetriphenylphosphorane 
• 1761-61-1 5-bromosalicyclaldehyde 
• 138505-25-6 2-(2-propoxy)-5-bromobenzaldehyde 
• 1779-49-3 Methyltriphenylphosphonium bromide 

Downstream Products

• 1180496-53-0 ethyl (4-fluorophenyl)-[4-{isopropoxy}-3-vinylphenyl]-phosphinate 
• 1180496-52-9 ethyl phenyl-{4-(isopropoxy)-3-vinylphenyl}phosphinate 
• 918870-84-5 4-isopropoxy-3-vinylbenzaldehyde 
• 854055-50-8 (4-isopropoxy-3-vinylphenyl)(phenyl)methanone 

Relevant academic research and scientific papers

A PS-DES immobilized ruthenium carbene: A robust and easily recyclable catalyst for olefin metathesis

The butyldiethylsilyl polystyrene (PS-DES) supported ruthenium carbene 7 is a robust, practical and easily recyclable catalyst for olefin metathesis of substituted olefins.

Synthesis of Enantioenriched Aryl-tert-Butylphenylphosphine Oxides via Cross-Coupling Reactions of tert-Butylphenylphosphine Oxide with Aryl Halides

A series of enantiomerically enriched tertiary phosphine oxides have been prepared via the Pd-catalyzed cross-coupling reactions of enantiomerically pure tert-butylphenylphosphine oxide, with a variety of aryl iodides and bromides. This new protocol under optimized reaction conditions [toluene, 110 0C, Pd(PPh3)4, K2CO3 (or Et3N)] afforded highly functionalized P-chiral phosphine oxides with a yield of 78% to 95% and with enantiomeric excesses above 98%. The stereoretentive outcome of the cross-coupling reactions was proved by X-ray crystallography of selected phosphine oxides: (S)-(2-aminophenyl)(tert-butyl)(phenyl)phosphine oxide (3a) and (S)-anthracen-9-yl(tert-butyl)(phenyl)phosphine oxide (3i). When attempting to convert the enantiomerically pure phosphine oxide 3a to the corresponding borane by the treatment with the borane dimethyl sulfide complex partial stereoerosion at a stereogenic phosphorus atom was observed. Racemic tert-butyl (2-(dimethylamino)phenyl)(phenyl)phosphine (7a) was isolated in a quantitative yield upon deprotection of the corresponding borane (8a) and converted to a palladium crystalline complex (9), the structure of which has been proved by X-ray crystallography.

Olefin Metathesis-Based Fluorescent Probes for the Selective Detection of Ethylene in Live Cells

Ethylene is an important plant hormone that is involved in a variety of developmental processes including agriculturally important ripening of certain fruits. Owing to its significant roles, a number of approaches have previously been developed to detect ethylene via molecular interactions. However, there are no current approaches for detection that are selective via a discrete homogeneous molecular interaction. Here we report two profluorescent chemodosimeters for the selective detection of the plant hormone ethylene. The approach consists of a BODIPY fluorophore with a pendant ruthenium recognition element based on a Hoveyda-Grubbs second generation catalysts. A marked increase in fluorescence is observed upon exposure to ethylene and selectivity is observed for ethylene over other alkenes, providing a unique approach toward ethylene detection. Imaging in live cells demonstrated that ethylene could be detected from multiple relevant sources.

Phosphinate ruthenium complexes

Provided herein are ruthenium complexes of Formula I, and processes of preparation thereof. Also provided are methods of their use as a metathesis catalyst.

MACROCYCLIC SERINE PROTEASE INHIBITORS

Provided herein are macrocyclic serine protease inhibitor compounds, for example, of Formula I, pharmaceutical compositions comprising the compounds, and processes of preparation thereof. Also provided are methods of their use for the treatment of an HCV infection in a host in need thereof

Magnetic nanoparticle-supported Hoveyda-Grubbs catalysts for ring-closing metathesis reactions

Magnetically recyclable Hoveyda-Grubbs catalyst can be readily assembled using magnetic nanoparticles as support, and this catalyst combines convenient recyclability and excellent activity on ring-closing metathesis (RCM) reactions.

Tris(perfluoroalkyl)silyl entities as unexpectedly potent tags for the noncovalent immobilization of catalysts by fluorous-fluorous interactions: Application to the synthesis of several perfluoro-tagged ligands

Unexpectedly high retention times were obtained in HPLC investigations for compounds equipped with (C8F17CH2CH 2)3Si tags on C8F17-modified silica gel (Fig. 4). Hence, these tags have a high potential for the noncovalent immobilization of catalysts to be applied in organic solvents, allowing for an easy separation and reuse of the catalyst by filtration and reapplication. The tris(perfluoroalkyl)silyl tag could be incorporated in a straightforward manner into ligands as demonstrated by the synthesis of several prominent classes of ligands (Schemes 4-6).

Cross-metathesis reaction of vinyl sulfones and sulfoxides

Cross-metathesis reactions of α,β-unsaturated sulfones and sulfoxides in the presence of molybdenum and ruthenium pre-catalysts were tested. A selective metahesis reaction was achieved between functionalized terminal olefins and vinyl sulfones by using th