49764-93-4Relevant articles and documents
Artificial photosynthetic reaction center with a coumarin-based antenna system
Garg, Vikas,Kodis, Gerdenis,Liddell, Paul A.,Terazono, Yuichi,Moore, Thomas A.,Moore, Ana L.,Gust, Devens
, p. 11299 - 11308 (2013)
In photosynthesis, sunlight is absorbed mainly by antenna chromophores that transfer singlet excitation energy to reaction centers for conversion to useful electrochemical energy. Antennas may likewise be useful in artificial photosynthetic systems that u
Racemisation of 1-arylethylamines with Shvo-type organoruthenium catalysts
Apps, James F. S.,Livingston, Andrew G.,Parrett, Mark R.,Pounder, Ryan J.,Taylor, Paul C.,Turner, Andrew R.
, p. 1391 - 1394 (2014/06/23)
Variation of the electronic nature of the tetraphenylcyclopentadienone ligand in organoruthenium complexes influences their utility for racemisation of model chiral amines. Our study highlights the need to balance reactivity and selectivity in the design of racemisation catalysts. Electron-poor Shvo-type catalysts are, at first sight, more effective for racemisation, but yield more by-product; electron-rich complexes are less proficient at racemisation, but lead to less by-product.
Tuning of the electronic properties of a cyclopentadienylruthenium catalyst to match racemization of electron-rich and electron-deficient alcohols
Verho, Oscar,Johnston, Eric V.,Karlsson, Erik,Baeckvall, Jan-E.
, p. 11216 - 11222 (2011/11/05)
The synthesis of a new series of cyclopentadienylruthenium catalysts with varying electronic properties and their application in racemization of secondary alcohols are described. These racemizations involve two key steps: 1) β-hydride elimination (dehydrogenation) and 2) re-addition of the hydride to the intermediate ketone. The results obtained confirm our previous theory that the electronic properties of the substrate determine which of these two steps is rate determining. For an electron-deficient alcohol the rate-determining step is the β-hydride elimination (dehydrogenation), whereas for an electron-rich alcohol the re-addition of the hydride becomes the rate-determining step. By matching the electronic properties of the catalyst with the electronic properties of the alcohol, we have now shown that a dramatic increase in racemization rate can be obtained. For example, electron-deficient alcohol 15 racemized 30 times faster with electron-deficient catalyst 6 than with the unmodified standard catalyst 4. The application of these protocols will extend the scope of cyclopentadienylruthenium catalysts in racemization and dynamic kinetic resolution. Copyright