155638-70-3Relevant articles and documents
Rhodium-catalyzed reductive carbonylation of aryl iodides to arylaldehydes with syngas
Chen, Suqing,Liu, Zhenghui,Mu, Tiancheng,Wang, Peng,Yan, Zhenzhong,Yu, Dongkun,Zhao, Xinhui
, p. 645 - 656 (2020/05/14)
The reductive carbonylation of aryl iodides to aryl aldehydes possesses broad application prospects. We present an efficient and facile Rh-based catalytic system composed of the commercially available Rh salt RhCl3·3H2O, PPh3 as phosphine ligand, and Et3N as the base, for the synthesis of arylaldehydes via the reductive carbonylation of aryl iodides with CO and H2 under relatively mild conditions with a broad substrate range affording the products in good to excellent yields. Systematic investigations were carried out to study the experimental parameters. We explored the optimal ratio of Rh salt and PPh3 ligand, substrate scope, carbonyl source and hydrogen source, and the reaction mechanism. Particularly, a scaled-up experiment indicated that the catalytic method could find valuable applications in industrial productions. The low gas pressure, cheap ligand and low metal dosage could significantly improve the practicability in both chemical researches and industrial applications.
Hydrogen Donating Solvent Participation in the Photochemistry of Benzaldehyde and Deoxybenzoin: A 13C CIDNP Study
Hwang, Kuo Chu,Turro, Nicholas J.,Roth, Heinz D.
, p. 1102 - 1107 (2007/10/02)
Photolysis of Benzaldehyde (1; 90percent (13)C=O) in cyclohexane-d12 results in the formation of benzaldehyde-h and -d with emissive CIDNP for the (13)C=O function.This observation requires a secondary encounter of the free benzoyl radical with either phenylhydroxymethyl or cyclohexyl-d11 radicals.Photolysis of deoxybenzoin (5; 99percent (13)C=O) and p-chloro-5 (99percent (13)C=O) in cyclohexane-d12 also generates benzaldehyde-h and -d with the same emissive CIDNP for the (13)C=O function.These observations are rationalized in terms of previously unreported primary intermolecular deuterium abstraction by photoexcited deoxybenzoin from the (deuterated) solvent.This assignment is supported by the significantly decreased measured lifetime of triplet deoxybenzoin in cyclohexane-h and -d (429 and 724 ns, respectively) compared to the lifetime in benzene (847 ns).