918882-53-8Relevant articles and documents
Rhodium(III)-Catalyzed Aldehyde C?H Activation and Functionalization with Dioxazolones: An Entry to Imide Synthesis
Massouh, Joe,Petrelli, Antoine,Bellière-Baca, Virginie,Hérault, Damien,Clavier, Hervé
supporting information, p. 831 - 837 (2022/01/06)
A rhodium(III)-based catalytic system has been used to develop a C?H bond activation of benzaldehyde derivatives and subsequent functionalization with dioxazolones in order to afford imides. The importance of the nature of the directing group to perform selectively the aldehydic C?H bond activation has been highlighted. The scope investigation showed that this transformation could be applied to various dioxazolones and many benzaldehyde derivatives as well as an acrolein derivative. Derivatization reactions of the imide products demonstrated the synthetic utility of this rhodium-catalyzed aldehydic C?H amidation.
The Key Role of the Nonchelating Conformation of the Benzylidene Ligand on the Formation and Initiation of Hoveyda-Grubbs Metathesis Catalysts
Bieszczad, Bartosz,Barbasiewicz, Micha?
supporting information, p. 10322 - 10325 (2015/07/07)
Experimental studies of Hoveyda-Grubbs metathesis catalysts reveal important consequences of substitution at the 6-position of the chelating benzylidene ligand. The structural modification varies conformational preferences of the ligand that affects its exchange due to the interaction of the coordinating site with the ruthenium center. As a consequence, when typical S-chelated systems are formed as kinetic trans-Cl2 products, for 6-substituted benzylidenes the preference is altered toward direct formation of thermodynamic cis-Cl2 isomers. Activity data and reactions with tricyclohexylphosphine (PCy3) support also a similar scenario for O-chelated complexes, which display fast trans-Cl2?cis-Cl2 equilibrium observed by NMR EXSY studies. The presented conformational model reveals that catalysts, which cannot adopt the optimal nonchelating conformation of benzylidene ligand, initiate through a high-energy associative mechanism.
Rhodium-catalysed linear-selective alkyne hydroacylation
Poingdestre, Sarah-Jane,Goodacre, Jonathan D.,Weller, Andrew S.,Willis, Michael C.
supporting information; experimental part, p. 6354 - 6356 (2012/07/14)
The use of the electron-rich diphosphine ligand, dcpe, allows the efficient and highly linear selective hydroacylative coupling of aldehydes, including aryl examples, with a range of alkynes.
A convenient preparation of thioether functionalized porphyrins
Pollard, Michael M.,Vederas, John C.
, p. 11908 - 11915 (2007/10/03)
This paper describes a convenient and high yielding three-step approach for the synthesis of trans-tetraphenylporphyrins possessing two thioethers in the ortho positions, which will facilitate the synthesis of more elaborate and complex porphyrin architec