901251
[2,2′-Bipyridine]-6-carboxylic acid hydrochloride
别名:
PPA directing group
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关于此项目
经验公式（希尔记法）:
C11H8N2O2 · xHCl
化学文摘社编号:
分子量:
200.19 (free base basis)
UNSPSC Code:
12352101
NACRES:
NA.22
MDL number:
Form:
powder or crystals
form
powder or crystals
Quality Level
reaction suitability
reaction type: C-C Bond Formation, reagent type: catalyst, reagent type: ligand
reaction type: C-H Activation
SMILES string
n1c(cccc1C(=O)O)c2ncccc2
InChI
1S/C11H8N2O2/c14-11(15)10-6-3-5-9(13-10)8-4-1-2-7-12-8/h1-7H,(H,14,15)
InChI key
ZQTILGDVDYWICD-UHFFFAOYSA-N
Application
Developed in the Engle lab, this 2,2′-bipyridylamide (PPA) is a pincer-like, removable tridentate directing group that stabilizes 6-membered palladacycles for olefin functionalization. Together with similar ligand PAQ (901250), researchers demonstrated regioselective remote hydrocarbofunctionalization of alkene-containing substrate classes (e.g. 4-pentenoic acids, allylic alcohols, homoallyl amines, bis-homoallylamines) using Pd(II) catalysis.
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
法规信息
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相关内容
Engle lab pioneers efficient catalytic methods, leveraging substrate directivity for streamlined organic synthesis and selective product formation.
Miriam L O'Duill et al.
Journal of the American Chemical Society, 139(44), 15576-15579 (2017-10-04)
Removable tridentate directing groups inspired by pincer ligands have been designed to stabilize otherwise kinetically and thermodynamically disfavored 6-membered alkyl palladacycle intermediates. This family of directing groups enables regioselective remote hydrocarbofunctionalization of several synthetically useful alkene-containing substrate classes, including 4-pentenoic
全球贸易项目编号
| 货号 | GTIN |
|---|---|
| 901251-500MG | 04061835505418 |