Amide Effects in C-H Activation: Noncovalent Interactions with L-Shaped Ligand for meta Borylation of Aromatic Amides

被引:115
作者
Bisht, Ranjana [1 ]
Hoque, Md Emdadul [1 ]
Chattopadhyay, Buddhadeb [1 ]
机构
[1] CBMR, Div Mol Synth & Drug Discovery, SGPGIMS Campus,Raebareli Rd, Lucknow 226014, Uttar Pradesh, India
关键词
amides; C-H activation; borylation; iridium; noncovalent interactions; IRIDIUM-CATALYZED BORYLATION; BOND FORMATION; SELECTIVE BORYLATION; PI INTERACTIONS; FUNCTIONALIZATION; ARENES; QUINOLINES; DISTORTION; CHEMISTRY; RESONANCE;
D O I
10.1002/anie.201809929
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A new concept for the meta-selective borylation of aromatic amides is described. It has been demonstrated that while esters gave para borylations, amides lead to meta borylations. For achieving high meta selectivity, an L-shaped bifunctional ligand has been employed and engages in an O center dot center dot center dot K noncovalent interaction with the oxygen atom of the moderately distorted amide carbonyl group. This interaction provides exceptional control for meta C-H activation/borylation.
引用
收藏
页码:15762 / 15766
页数:5
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