2416-65-1Relevant academic research and scientific papers
Synthesis and Structural Characterization of Tris(isopropylbenzimidazol-2-ylthio)methyl Zinc Complexes, [TitmPriBenz]ZnX: Modulation of Transannular Zn-C Interactions
Ruccolo, Serge,Rauch, Michael,Parkin, Gerard
, p. 1708 - 1718 (2018)
Tris(1-isopropylbenzimidazol-2-ylthio)methane ([TitmPriBenz]H) is obtained by treatment of 1-isopropyl-1,3-dihydro-2H-benzimidazole-2-thione with NaH followed by CHI3. The reaction of [TitmPriBenz]H with Me2Zn affords the zinc methyl complex [κ3-TitmPriBenz]ZnMe, which provides access to [TitmPriBenz]ZnOAr (Ar = p-C6H4Br), [κ3-TitmPriBenz]ZnH, {[TitmPriBenz]Zn}[HB(C6F5)3], {[TitmPriBenz]Zn}[MeB(C6F5)3], and {[TitmPriBenz]Zn}[BPh4]. X-ray diffraction demonstrates that the hydride and methyl complexes [κ3-TitmPriBenz]ZnH and [κ3-TitmPriBenz]ZnMe exhibit κ3 coordination of the [TitmPriBenz] ligand, whereas [TitmPriBenz]ZnOAr and {[TitmPriBenz]Zn}[HB(C6F5)3] exhibit κ4 coordination and adopt an atrane motif. The transannular Zn-C distances in [TitmPriBenz]ZnX (X = H, Me, OAr) and {[TitmPriBenz]Zn}+ span a range of 2.093(4)-2.367(2) ?, with the shortest corresponding to {[TitmPriBenz]Zn}+ and the longest corresponding to [TitmPriBenz]ZnOAr. The variation is attributed to the Zn-C bond in four-coordinate {[TitmPriBenz]Zn}+ being a two-center-two-electron interaction, whereas that in five-coordinate [TitmPriBenz]ZnOAr is a component of a three-center-four-electron interaction, in which the HOMO is approximately an spn hybrid lone pair orbital on carbon.
CRBN LIGANDS AND USES THEREOF
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Paragraph 00416; 00418, (2019/08/20)
The present invention provides compounds, compositions thereof, and methods of using the same for the inhibition of CRBN, and the treatment of CRBN-mediated disorders.
