Naka, Hiroshi’s team published research in Journal of the American Chemical Society in 129 | CAS: 69626-75-1

Journal of the American Chemical Society published new progress about 69626-75-1. 69626-75-1 belongs to benzofurans, auxiliary class Iodide,Benzofuran, name is 2-Iodobenzofuran, and the molecular formula is C8H5IO, HPLC of Formula: 69626-75-1.

Naka, Hiroshi published the artcileAn Aluminum Ate Base: Its Design, Structure, Function, and Reaction Mechanism, HPLC of Formula: 69626-75-1, the publication is Journal of the American Chemical Society (2007), 129(7), 1921-1930, database is CAplus and MEDLINE.

An Al ate base, i-Bu3Al(TMP)Li, was designed and developed for regio- and chemoselective direct generation of functionalized aromatic Al compounds Direct alumination followed by electrophilic trapping with I2, Cu/Pd-catalyzed C-C bond formation, or direct oxidation with mol. O2 proved to be a powerful tool for the preparation of 1,2-di- or 1,2,3-trisubstituted aromatic compounds This deprotonative alumination using i-Bu3Al(TMP)Li is effective in aliphatic chem. as well, enabling regio- and chemoselective addition of functionalized allylic ethers and carbamates to aliphatic and aromatic aldehydes. A combined multinuclear NMR spectroscopy, x-ray crystallog., and theor. study showed that the Al ate base is a Li/Al bimetallic complex bridged by the N atom of TMP and the α-C of an i-Bu ligand and that the Li exclusively serves as a recognition point for electroneg. functional groups or coordinative solvents. The mechanism of directed ortho alumination reaction of functionalized aromatic compounds was studied by NMR and in situ FTIR spectroscopy, x-ray anal., and DFT calculation The reaction proceeds with facile formation of an initial adduct of the base and aromatic, followed by deprotonative formation of the functionalized aromatic Al compound Deprotonation by the TMP ligand rather than the iso-Bu ligand was suggested and reasoned by spectroscopic and theor. study. The remarkable regioselectivity of the ortho alumination reaction was explained by a coordinative approximation effect between the functional groups and the counter Li+ ion, enabling stable initial complex formation and creation of a less strained transition state structure.

Journal of the American Chemical Society published new progress about 69626-75-1. 69626-75-1 belongs to benzofurans, auxiliary class Iodide,Benzofuran, name is 2-Iodobenzofuran, and the molecular formula is C8H5IO, HPLC of Formula: 69626-75-1.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem