145994-88-3

Upstream product

• 60576-58-1 [(norbonadiene)2rhodium]ClO₄ 
• 1663-45-2 1,2-bis-(diphenylphosphino)ethane 
• 32799-34-1 (bicyclo[2.2.1]hepta-2,5-diene)(1,2-bis(diphenylphosphanyl)ethane)rhodium(I) perchlorate 

Relevant academic research and scientific papers

Rhodium(I)-Catalyzed [2+2+2] Cycloaddition between Allene, Alkyne, and Imine via a Strained Azarhodacycle Intermediate

The rhodium(I)-catalyzed intramolecular [2+2+2] cycloaddition between allenes, alkynes, and imines has been developed. This cyclization proceeds via a strained azarhodacycle, giving a 5,7-fused cyclic amide or a tricyclic product containing an 8-azabicyclo[3.2.1]octane skeleton in high yield.

Rh(I)-catalyzed formal [6 + 2] cycloaddition of 4-allenals with alkynes or alkenes in a tether

Rh(I)-catalyzed formal [6 + 2] cycloaddition of allenal 6 having an alkyne or alkene in a tether proceeded smoothly, giving 5-8- and 6-8-fused bicyclic ketone derivatives 7 in good to excellent yields. It was also found that cyclization of enantiomerically enriched (S)-6a (94% ee) gave cyclic ketone derivative (S)-7a in high yield with reasonable chirality transfer (86% ee). This result indicates that this cyclization proceeds through stereoselective formation of rhodacycle H′ followed by insertion of a multiple bond.

Rhodium-catalyzed reductive aldol reactions using aldehydes as the stoichiometric reductants

Chelated acyl rhodium hydrides, generated from the addition of [Rh(dppe)]ClO4 to β-sulfide-substituted aldehydes, can function as the stoichiometric reductants in reductive aldol processes. Unsaturated nitriles, esters, and ketones can be used as enolate equivalents, and a variety of simple α- and β-substituted aldehydes can be employed. The use of a second, more electrophilic, aldehyde allows three-component reactions to be performed. Copyright

HOMOGENEOUS CATALYSIS. CONVERSION OF 4-PENTENALS TO CYCLOPENTANONES BY EFFICIENT RHODIUM-CATALYZED HYDROACYLATION.

A variety of complexes of the type left bracket Rh(diphosphine) right bracket ** plus have been investigated as catalysts for hydroacylation, the intramolecular cyclization of 4-pentenals to cyclopentanones. All of the complexes studied effect this conversion in weakly or noncoordinating solvents at 20 degree C, but the most effective catalyst was found to be the rhodium(I) species containing diphos ((C//6H//5)//2P(CH//2)//2P(C//6H//5)//2). This complex converts 4-pentenal at a remarkably fast rate of one turnover every 6 s at 20 degree C in CH//3NO//2 and CH//2Cl//2 solutions. These catalysts are effective for 4-pentenals bearing mono substituents at the 2-, 3-, 4-, and 5-positions and disubstitution at the 3-position. Disubstitution at the 2-position slows the rate and effectiveness of catalysis considerably, and substrates having disubstitution at the terminal 5-position are not turned over by these catalysts.