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https://hdl.handle.net/2440/17911
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Type: | Journal article |
Title: | A cyclodextrin-based molecular reactor to template the formation of indigoid dyes |
Author: | Harper, J. Easton, C. Lincoln, S. |
Citation: | Tetrahedron Letters: the international journal for the rapid publication of all preliminary communications in organic chemistry, 2003; 44(31):5815-5818 |
Publisher: | Pergamon-Elsevier Science Ltd |
Issue Date: | 2003 |
ISSN: | 0040-4039 |
Statement of Responsibility: | Jason B. Harper, Christopher J. Easton and Stephen F. Lincoln |
Abstract: | N,N′-Bis(6A-deoxy-β-cyclodextrin-6 A-yl)urea behaves as a molecular reactor to bias competing reactions of indoxyl anion and isatin-5-sulfonate in water, to give indigo and indirubin-5′-sulfonate. It appears that the cyclodextrin dimer increases the relative reactivity of the isatin-5-sulfonate, by selectively complexing the reactive form. The molecular host also aligns the isatinsulfonate with indoxyl anion to favour production of indirubin-5′-sulfonate, with the result that the ratio of indigo and indirubin-5′-sulfonate produced is altered by a factor of at least 3500, without a substantial loss of yield. © 2003 Elsevier Ltd. All rights reserved. |
Keywords: | molecular reactors templates inclusion complexes cyclodextrins dyes |
DOI: | 10.1016/S0040-4039(03)01403-5 |
Description (link): | http://www.elsevier.com/wps/find/journaldescription.cws_home/233/description#description |
Published version: | http://dx.doi.org/10.1016/s0040-4039(03)01403-5 |
Appears in Collections: | Aurora harvest 6 Chemistry publications Environment Institute publications |
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