ISSN:
0948-5023
Keywords:
Keywords Macrocycle, Schiff base, NMR, chemical exchange, MD, proton template, ROESY, EXSY
Source:
Springer Online Journal Archives 1860-2000
Topics:
Chemistry and Pharmacology
Notes:
Abstract Schiff base condensation of the pentadentate tetrapodal amine 1 with 2,6-diformyl-4-methylphenol 2 leads in a [3 + 6] condensation to a previously not described macrocycle 3 which shows C 3-symmetry. X-ray analysis shows a truncated cone shape for 3. At T ≥ 100°C, the 1H-ROESY/EXSY spectrum reveals pairwise exchange of corresponding sites, indicative of inversion of the whole molecule in an umbrella-like fashion. Molecular dynamics simulations support this hypothesis.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1007/PL00010723