CAr-O Rotamers in 3,3'-Disubstituted BINOL Esters.
J Org Chem
; 82(6): 3276-3283, 2017 03 17.
Article
en En
| MEDLINE
| ID: mdl-28226205
ABSTRACT
Rotamers around the CAr-O bond were disclosed in 3,3'-disubstituted BINOL esters by NMR spectroscopy. A bulky R1 group increased the rotational barrier. The pivalate showed two rotamers at 2 °C, and broad signals were observed close to room temperature when R2 = Ph. The highest rotational barrier was recorded for the (tetracyanocyclopentadienyl)carboxylate, and C-O rotamers were present at room temperature. DFT calculations indicated the presence of repulsion between R1 and R2 during rotation of the CAr-O bond.
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1
Colección:
01-internacional
Banco de datos:
MEDLINE
Idioma:
En
Revista:
J Org Chem
Año:
2017
Tipo del documento:
Article
País de afiliación:
Japón