Premium
[1.1]Ferrocenophanes in solution— Anti or syn isomers?
Author(s) -
Karlsson Annika,
Löwendahl Martin,
Hilmersson Görgan,
Davidsson Öjvind,
Ahlberg Per
Publication year - 1996
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/(sici)1099-1395(199606)9:6<436::aid-poc801>3.0.co;2-v
Subject(s) - chemistry , two dimensional nuclear magnetic resonance spectroscopy , stereochemistry , cis–trans isomerism , structural isomer , computational chemistry
Carbon‐bridged [1.1]ferrocenophanes have generally been assumed to have syn structures, since anti isomers have been considered to be too strained. The recent discovery that such compounds may crystallize as anti isomers raises the question of whether the compounds prefer anti or syn conformations in solution. The synthesis of β‐acetyl‐[1.1]ferrocenophane (1) and its investigation by 1 H, 1 H‐NOESY are reported. Compound 1 was found to be a rapidly equilibrating mixture of syn isomers in CDCl 3 at 22 °C.