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Stack Exchange network consists of 175 Q&A communities including Stack Overflow, the largest, most trusted online community for developers to learn, share their knowledge, and build their careers. The precursors of free carbenes—imidazolinium salts—were obtained in an easy and environment-friendly way (under aqueous or neat conditions).
The metathesis reactions were carried out in commercial-grade solvents in air.
The catalysts were also tested in a model CM reaction of allylbenzene with ) of TMS.
The structural parameters of the mentioned H-bonds, that denote their strength, are shown in Supplementary Material.
No specific interactions between the -nitro group of complex 14a and the ruthenium atom were identified.
The exchange of carbene ligands in the commercial complexes failed probably due to poor nucleophilicity of the NHCs bearing nitroaryl substituents [).
A methylene spacer should effectively suppress electronic interaction with the imidazolinium ring.Therefore, olefin molecules are restricted to the nitrobenzyl side for binding to the Ru-methylidene center and therefore relatively more of a In summary, the synthesis of two new ruthenium indenylidene-type catalysts bearing unsymmetrical NHC ligand was described.A three-step protocol for the synthesis of unsymmetrical precursors of NHC with mesityl and nitrobenzyl substituents was elaborated.As a result, we have chosen 6 conformers per isomer (see Supplementary Material) to show the structural diversity of the synthesized catalysts and influence of weak interactions on their catalytic activity.The global minima structures of 14a and 14b are shown in Fig. Weak intramolecular interactions such as C–H···O, C–H···Cl, C–H···π hydrogen bonds and attractive π–π stacking interactions are among them.Their activities were compared with that of commercially available indenylidene catalyst.The structures of complexes and their stability were investigated using static DFT calculations with mixed basis set.], which are therefore attractive alternatives to well-known and more frequently used benzylidene catalysts.The new catalysts were prepared by reaction of in situ generated carbenes with a 1st generation indenylidene catalyst, containing pyridine ligands instead of tricyclohexylphosphine.The complexes were tested in RCM, CM, and ene-yne metathesis model reactions in commercial-grade solvents in air.The HMBC correlation of 14a confirmed the catalyst structure and showed good correlation of the attached proton signal from indenylidene group with the weak carbenic carbon peak.], they are reliable.The experiments performed simultaneously with the same batch of reagents in air clearly showed differences in reactivity of 5, 14a, and 14b.