Chiral objects with a dendritic architecture

H.W.I. Peerlings, M.P. Struijk, E.W. Meijer

Research output: Contribution to journalArticleAcademicpeer-review

21 Citations (Scopus)

Abstract

The synthesis and characterization of both enantiomers of 2-(benzyloxy)-1-[3,5-bis[[3,5-bis(benzyloxy)]benzyloxy]benzyloxy]-3-[[3,5-bis(benzyloxy)]benzyloxy]propane (I; S-7 and R-7) are described. The chirality is based on the linkage of three constitutionally different, but chem. similar, dendritic wedges with a chiral glycerol derived core. Both enantiomers are synthesized from the same starting material: S-(+)-Solketal. Despite their enantiomeric purity, S-7 and R-7 lack any optical activity and may be regarded as the first macromol. analogs of the well-known org. mols. with \"accidental degeneracy\" or \"cryptochirality.\"
Original languageEnglish
Pages (from-to)46-52
JournalChirality
Volume10
DOIs
Publication statusPublished - 1998

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