Hoque, Emdadul Md; Bisht, Ranjana; Unnikrishnan, Anju; Dey, Sayan; Mahamudul Hassan, Mirja Md; Guria, Saikat; Rai, Rama Nand; Sunoj, Raghavan B.; Chattopadhyay, Buddhadeb published the artcile< Iridium-Catalyzed Ligand-Controlled Remote para-Selective C-H Activation and Borylation of Twisted Aromatic Amides>, Synthetic Route of 329214-79-1, the main research area is regioselective remote para borylation CH activation twisted aromatic amide; aryl boronate preparation regioselective remote para borylation aromatic amide; potential energy surface para CH borylation twisted aromatic amide; Borylation; C−H Activation; Density Functional Calculations; Iridium Catalyst; Para Selectivity.
A method of para-selective borylation of fully twisted aromatic amides ArCONBoc2 is described, yielding boronamides 4-pinBC6HnX4-nCONBoc2 (X = alkyl, alkoxy, aryl, halo, CN). The borylation proceeded via an unprecedented substrate-ligand distortion between the twisted aromatic amides and a newly designed ligand framework, 4,5-diaza-9H-fluorene (defa) that is different from the traditionally used ligand (dtbpy) for the C-H borylation reactions. The designed ligand defa has led to the development of a new type of catalytic system that shows excellent para selectivity for a range of aromatic amides. Moreover, the designed ligand has shown excellent reactivity and selectivity for a range of heterocyclic aromatic amides. The identification of key transition states and intermediates using the DFT computations associated with the three regio-isomeric pathways revealed that the most efficient catalytic pathway with the defa ligand leads to the para borylation while in the case of bpy the borylation at the para and meta sites compete.
Angewandte Chemie, International Edition published new progress about Aromatic amides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 329214-79-1 belongs to class pyridine-derivatives, and the molecular formula is C11H16BNO2, Synthetic Route of 329214-79-1.