I am embarking on a QSAR study on organometallic compounds, i.e. metal complexed with NHC but from my preliminary readings I realized that it is not a trivial endeavour since there is a metal involved which complicates things.
I tried drawing my compound on ChemSketch, but it's adding an unnecessary H atom, attached in pic.
I am hoping if there's someone out there with more experience in modeling metal NHCs for QSAR studies.
It is possible to perform QSAR analysis for any data set (a set of compounds) having biological activity and organometalics are not exceptional.
You require not less than 20 compounds (may be your organometallics) with defined biological or pharmacological activity for good predictive QSAR model.
The hydrogen atoms shown in the pic are not the unnecessary ones. The picture is the correct representation of structure and you dont need to worry about the hydrogen atoms.
I made a mistake.
I meant to say that the SMILES conversion puts one H at the carbene C, which isn't the case in reality. Not the explicit H atoms.
I intend to generate a set of descriptors from a set of metal carbene complexes, and then perform a QSAR to see which descriptors are most useful in predicting a particular property.
If you will employ quantum chemistry calculations the only problem I see is the basis set for Au (for a closed shell system).
I do not know which kind of QSAR you want to develop, but one approach for NHCs and their transition metal complexes is working with Tolman's Parameter and with steric considerations (Buried Volume). See the attached paper. Although in German, it might provide helpful literature references for you.
Regarding the "unnecessary H" I agree with you complaints. It is a frequently used but nevertheless incorrect way of drawing NHC complexes in the way you did it, for this graphic represents an "alkyl" rather than a "carbene" complex.
Hi Dr Baumann, thank you for your input!
I read some literature regarding buried volume (Vbur) and it's a really useful parameter to try I think. The only challenge is collecting the crystal structures of the compounds which I intend to analyze; not all cif files of the compounds I want to study were available in CCDC. Worth a try nonetheless.
And many thanks for the paper you attached!
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