Electronic Resource
Springer
Journal of inclusion phenomena and macrocyclic chemistry
37 (2000), S. 309-329
ISSN:
1573-1111
Keywords:
large rings
;
nanocycles
;
paracyclophanes
;
macrocycles
;
sulfonamides
Source:
Springer Online Journal Archives 1860-2000
Topics:
Chemistry and Pharmacology
Notes:
Abstract New nanometre-sized macrocyclictosylaza[3n]paracyclophanes have been synthesized bymeans of an iterative synthetic strategy using linearbuilding blocks with up to four benzene units. Theformation of the open-chain difunctionalized linearmolecules was achieved by a three step reactionsequence including nucleophilic substitution andtransformation of the terminal ester groups to thecorresponding dialcohol and dibromide. The finalintermolecular macrocyclizations were carried out byreaction of open chained dibromides andbis(tosylamides) to obtain nanosize macrocyclicoligotosylamides in 31–50% yield. Highly symmetricaltosylaza[3n]paracyclophanes containing up to sevenbenzene units and up to 49 ring members (n = 5–7) wereobtained. Also described is the preparation of30–90-membered paracyclophanes containing biphenyl orterphenyl units.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1023/A:1008174220437
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