Preparation and structure–chiroptical relationships of tartaricacid-based layer-block chiral dendrimers

Hak-Fun Chow; Chi Ching Mak

doi:10.1039/A604539A

skip RSC | ChemSpider | Feedback

Home > Journals > Journal of the Chemical... > Preparation and structu...

Authors & Referees | Librarians

You do not have JavaScript enabled. Please enable JavaScript to access the full features of the site or access our non-JavaScript page.

Journal of the Chemical Society, Perkin Transactions 1

Issue 2, 1997

Journal Home | RSC Journals

Paper

Previous Article | Next Article

Preparation and structure–chiroptical relationships of tartaricacid-based layer-block chiral dendrimers

Hak-Fun Chow and Chi Ching Mak

J. Chem. Soc., Perkin Trans. 1, 1997, 91-96

DOI: 10.1039/A604539A

Please wait while Download options loads

Request Permissions

Abstract
Cited by
Related Content

Two optically active, diastereoisomeric, first generation layer-block dendrimers 1 and 2 have been prepared by a convergent synthetic procedure. These chiral, layer-block dendrimers utilize 4-tert-butylphenoxy moieties as the surface groups and phloroglucinol as the branching junctures. Two different chiral units, which are derivatives of (D)- and (L)-tartaric acid, serve as the chiral linkers between the surface group and the branching juncture, or between two branching junctures. The first layer-block dendrimer 1 has an outer chiral layer made up of six (L)-tartrate derived units and an inner chiral layer of three (D)-tartrate derived units. The second layer-block dendrimer 2 has an outer shell consisting of three (D)- and three (L)-chiral units and an inner shell of three (D)-chiral units. The molar rotation of these structurally flexible, low generation dendritic compounds is proportional to the number of chiral tartrate units in excess, with the chiroptical effect of a (D)-tartrate derived chiral unit cancelling that of an (L)-tartrate derived unit on a 1∶1 basis. Circular dichroism studies, however, reveal that this cancellation effect is more effective when both the (D)- and (L)-chirons are situated within the same layer.

Terms & Conditions|Privacy |Accessibility|ACAP Enabled

Journal of the Chemical Society, Perkin Transactions 1

Preparation and structure–chiroptical relationships of tartaricacid-based layer-block chiral dendrimers

Log in (Free Access)

Log in (Subscriber Access)

Articles By