High-Yield Formation of Giant Bis(bicyclic) and Crypt-tris(bicyclic) Molecules under Normal Reaction Conditions

descriptionPublicationkeyboard_double_arrow_right Article 01 Jun 2000 English Publisher:American Chemical Society (ACS)Journal:The Journal of Organic Chemistry, volume 65, pages 3,941-3,946 (issn: 0022-3263, eissn: 1520-6904,

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Authors: , Dam; , Weitz; , Helgeson; , Ma; , Wudl;

doi: 10.1021/jo991783d

pmid: 10866611

High-Yield Formation of Giant Bis(bicyclic) and Crypt-tris(bicyclic) Molecules under Normal Reaction Conditions

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Abstract

We report the unexpected result of the reaction of 1, 3-bis[(9-anthrylmethoxy)methyl]benzene (1a) or 1,3, 5-tris[(9-anthrylmethoxy)methyl]benzene (1b) with tris(2-maleimidoethyl)amine (2) in homogeneous solution leading to giant bis(bicyclic) and crypt-tris(bicyclic) molecules. The anticipated, intractable solids are obtained in a condensed state reaction using an oscillating mill.

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