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ItOct (I<i>t</i>Octyl) – pushing the limits of ItBu: highly hindered electron-rich N-aliphatic N-heterocyclic carbenes

Md. Mahbubor Rahman, Guangrong Meng, Elwira Bisz, Błażej Dziuk, Roger A. Lalancette, Roman Szostak, Michal Szostak

2023Chemical Science24 citationsDOIOpen Access PDF

Abstract

We report the synthesis, structural characterization and catalytic activity of ItOct (I t Octyl), C 2 -symmetric, higher homologues of ItBu. Replacement of the t -Bu side chain with t -Oct results in the highest steric volume of N -alkyl N-heterocyclic carbenes reported to date.

Topics & Concepts

CarbeneSteric effectsReactivity (psychology)ChemistryAlkylCatalysisOrganic synthesisLigand (biochemistry)Combinatorial chemistryStereochemistryOrganic chemistryBiochemistryMedicineReceptorPathologyAlternative medicineN-Heterocyclic Carbenes in Organic and Inorganic ChemistryCatalytic Cross-Coupling ReactionsCatalytic C–H Functionalization Methods