ISSN:
0009-2940
Keywords:
Carbocycles
;
Large rings
;
Macrocycles
;
[2n]Metacyclophanes
;
Müller-Röscheisen reaction
;
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Many-Membered and Donor-Substituted Hydrocarbon RingsThe preparation of large rings 2 of the [2n]metacyclophane type by the Müller-Röscheisen method is described. Yields of cyclic products, potential ligand or host character and ring size can be controlled by intra- and extraannular OCH3 groups. The 40-membered macrocyclus 24 containing eight substituted benzene rings is the largest ring compound of this series isolated so far in pure form. Large substituents OR in position 2 of the starting bis(bromomethyl) compounds lead to higher ring member numbers. The new macrocyclic compounds, with the exception of the “dimer” 7, are all conformationally flexible according to 1H-NMR spectra. X-ray structural analyses were performed of the macrocycles 10, 13, 17, and 18; the inclusion of solvent molecules is proven.
Additional Material:
7 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19921251127
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