01939nas a2200205 4500008004100000022001400041245010700055210006900162260000800231300001400239490000700253520122500260100001801485700002101503700002501524700001901549700001701568700001901585856012901604 2023 eng d a0276-733300aActivation of the olefinic C-H bond of NHC and NHO by perimidine-based silicon and germanium compounds0 aActivation of the olefinic CH bond of NHC and NHO by perimidineb cJUL a1909-19170 v423 a

In this manuscript, several backbonegermylene-functionalized zwitterioniccompounds were prepared conveniently from the corresponding N-heterocycliccarbenes or N-heterocyclic olefins in a single step through backboneC-H activation. Our initial motivation was to generate a silylenefrom C10H6(Me3SiN)(2)SiHCl(2) using ItBu [ItBu= (1,3-ditert-butyl)imidazol-2-ylidene], but instead, the reactionled to deprotonation from the imidazolium backbone of ItBu, forming the imidazolium salt with a silyl backbone at the C4position (3). We presumed that the reaction proceededthrough the generation of an ephemeral silylene. We subsequently preparedthe analogous germylene (4) and reacted it with IDipp[IDipp = 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene], ItBu, and IDipp=CH2. Spectroscopic and crystallographicanalysis of these complexes revealed that, in all cases, there wasdeprotonation from the backbone and formation of zwitterionic products(5-7). When the hydrogen in the NHCbackbone was replaced with methyl groups such as IDipp(Me) (1,3-bis(2,6-diisopropylphenyl)-4,5-dimethylimidazol-2-ylidene),simple adduct formation occurred, exemplified by the isolation ofIDipp(Me)& BULL;Ge(NSiMe3)(2)C10H6 (8).

1 aGour, Kritika1 aPramanik, Debjit1 aDash, Soumya, Ranjan1 aTothadi, Srinu1 aVanka, Kumar1 aSen, Sakya, S. uhttps://library.ncl.res.in/content/activation-olefinic-c-h-bond-nhc-and-nho-perimidine-based-silicon-and-germanium-compounds