226417-49-8

Upstream product

• 886-65-7 trans,trans-1,4-Diphenyl-1,3-butadiene 
• 226393-40-4 (R,R)-(+)-1-chloro-1-r-oxo-2-c,5-t-diphenylphospholane 
• 226393-36-8 1-(N,N-dimethylamino)-1-r-oxo-2-t,5-t-diphenylphospholane 
• 226393-31-3 1-(N,N-dimethylamino)-1-r-oxo-2-t,5-t-diphenylphosphol-3-ene 
• 226393-33-5 (R,R)-(+)-1-hydroxy-1-oxo-2,5-trans-diphenylphospholane 

Downstream Products

• 949160-25-2 (2R,5R)-(-)-6-(tert-butoxypyrid-2-yl)-2,5-diphenylphospholane 
• 1128107-86-7 (R,R)-3-(1-oxo-2,5-diphenylphospholan-1-yl)pyridine 
• 1125780-60-0 (S,S)-3-(1-oxo-2,5-diphenylphospholan-1-yl)pyridine 
• 1192622-01-7 1-(1-(p-tolyl)ethenyl)-1-r-oxo-2c,5t-diphenylphospholane 
• 1192622-09-5 (E)-1-(2-(p-tolyl)ethenyl)-1-r-oxo-2c,5t-diphenylphospholane 
• 1192622-12-0 (E)-4-(1-r-oxo-2c,5t-diphenylphospholanyl)-but-3-en-1-ol 
• 1192622-14-2 (E)-1-(1-(hex-1-enyl))-1-r-oxo-2c,5t-diphenylphospholane 
• 1192622-06-2 1-(2-(hex-1-enyl))-1-r-oxo-2c,5t-diphenylphospholane 
• 1192621-99-0 1-r-oxo-1-(1-phenylethenyl)-2c,5t-diphenylphospholane 
• 1192622-07-3 (E)-1-(2-phenylethenyl)-1-r-oxo-2c,5t-diphenylphospholane 
• 1192622-00-6 1-(1-(1-naphthyl)ethenyl)-1-r-oxo-2c,5t-diphenylphospholane 
• 1192622-08-4 (E)-1-(2-(1-naphthyl)ethenyl)-1-r-oxo-2c,5t-diphenylphospholane 
• 1192622-13-1 (E)-5-(1-r-oxo-2c,5t-diphenylphospholanyl)-pent-4-en-1-ol 
• 1192622-05-1 4-(1-r-oxo-2c,5t-diphenylphospholanyl)-pent-4-en-1-ol 

Relevant academic research and scientific papers

Synthesis and first applications of a new family of chiral monophosphine ligand: 2,5-diphenylphosphospholanes

The cyclic phosphinic acid 1-hydroxy-1-r-oxo-2c,5-t-diphenylphospholane was synthesized and resolved into enantiomers through fractional crystallization of the quinine salts. The P-phenyl, P-methyl and P-benzyl tertiary phosphine oxides were obtained from

Synthesis of building blocks for the development of the SUPRAPhos ligand library and examples of their application in catalysis

We have previously introduced the SUPRAPhos ligand library, which is based on components that are self-assembled through nitrogen-zinc interactions, and report here an extension of this library, which widens the scope for application in asymmetric homogeneous catalysis. For example, we report the synthesis of phosphorus amidite appended porphyrins and building blocks with stereogenic centers at the phosphorus. With the new building blocks described in this paper we can form a 450-membered SUPRAPhos library, which is based on 45 building blocks (30 pyridyl phosphorus ligands and 15 complementary porphyrin-appended phosphorus ligands). Examples of the use of members of the library in the rhodium-catalyzed asymmetric hydroformylation of styrene are included. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.

Enantioselective hydrogenation with self-assembling rhodium phosphene catalysts: Influence of ligand structure and solvent

Three sets of new and related chiral phospholane and phosphepine ligands have been prepared for Rh-catalyzed enantioselective hydrogenation. The size and substitution pattern of the cyclic monophosphanes were varied. More importantly, the ligands differ in the nature of the heterocyclic group linked to the trivalent phosphorus atom: 2-pyridone or 2-alkoxypyridine. In the corresponding Rh complexes, the pyridone units of two monodentate P ligands can assemble by hydrogen bonding and form chelates. In contrast, synthetic precursors bearing alkoxypyridine appendages are not able to aggregate via intramolecular hydrogen bonds. The nature of self-assembly is dependent on the nature of the P ligand and the solvent used for the hydrogenation (CH 2Cl2 vs. MeOH). These features affect the rate of the reaction as well as the enantioselectivity, which varied in the range of 0-99 % ee Complexation studies and DFT calculations were performed to explain these differences.