ISSN:
0899-0042
Keywords:
dendrimers
;
circular dichroism
;
accidental degeneracy
;
cryptochirality
;
solketal
;
dendritic wedges
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
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 (S-7 and R-7) are described. The chirality is based on the linkage of three constitutionally different, but chemically 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 macromolecular analogues of the well-known organic molecules with “accidental degeneracy” or “cryptochirality.” Chirality 10:46-52, 1998. © 1998 Wiley-Liss,Inc.
Additional Material:
4 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/chir.9
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