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Professor Abigail Doyle Professor Ryan Trovitch

The Trovitch laboratory is working to develop first-row transition metal catalysts that can be used to achieve a variety of organic transformations. The first complexes from this group made available through Sigma-Aldrich are the hydrosilylation catalysts, (Ph2PPrPDI)Mn and (Ph2PPrDI)Ni. Although these compounds are formally zerovalent, both feature a reduced chelate that coordinates to the metal center beyond its redox non-innocent core. This design element allows for ligand-centered electron storage with concomitant catalyst stabilization via the chelate effect. The manganese catalyst, (Ph2PPrPDI)Mn, exhibits outstanding carbonyl hydrosilylation activity at ambient temperature and has also been shown to reductively cleave the acyl C-O bonds of formates and esters. The nickel catalyst, (Ph2PPrDI)Ni, has been found to mediate the hydrosilylation of aldehydes, ketones, alkenes, alkynes, and ester C-O bonds. These catalysts are air and water sensitive and should be handled under inert atmosphere. More information regarding the performance of these catalysts is available through the links provided below.

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Products available at Aldrich from the Trovitch Laboratory

     
Mukhopadhyay TK, Flores M, Groy TL, Trovitch RJ.
J Am Chem Soc. 2014 Jan 22;136(3):882-5. doi: 10.1021/ja4116346. Epub 2014 Jan 10.
The reduction of ((Ph2PPr)PDI)MnCl2 allowed the preparation of the formally zerovalent complex, ((Ph2PPr)PDI)Mn, which features a pentadentate bis(imino)pyridine chelate. This complex is a highly active precatalyst for the hydrosilylation of ketones, exhibiting TOFs of up to 76,800 h(-1) in the absence of solvent...Read More
Mukhopadhyay TK, Rock CL, Hong M, Ashley DC, Groy TL, Baik MH, Trovitch RJ.
J Am Chem Soc. 2017 Apr 5;139(13):4901-4915. doi: 10.1021/jacs.7b00879. Epub 2017 Mar 27.
We recently reported a bis(imino)pyridine (or pyridine diimine, PDI) manganese precatalyst, (Ph2PPrPDI)Mn (1), that is active for the hydrosilylation of ketones and dihydrosilylation of esters. In this contribution, we reveal an expanded scope for 1-mediated hydrosilylation and propose two different mechanisms through which catalysis is achieved...Read More
Rock CL, Trovitch RJ.
Dalton Trans. 2019 Jan 2;48(2):461-467. doi: 10.1039/c8dt04608e.
The phosphine-substituted α-diimine Ni precursor, (Ph2PPrDI)Ni, has been found to catalyze alkene hydrosilylation in the presence of Ph2SiH2 with turnover frequencies of up to 124 h-1 at 25 °C (990 h-1 at 60 °C). Moreover, the selective hydrosilylation of allylic and vinylic ethers has been demonstrated...Read More