Issue 23, 2004
From the journal:

Organic & Biomolecular Chemistry

Self-replication vs. reactive binary complexes—manipulating recognition-mediated cycloadditions by simple structural modifications†

Russell J. Pearson,a   Eleftherios Kassianidis,a   Alexandra M. Z. Slawina  and  Douglas Philp*a  

* Corresponding authors

a Centre for Biomolecular Sciences, School of Chemistry, University of St Andrews, North Haugh, St Andrews, UK
E-mail: d.philp@st-andrews.ac.uk
Fax: +44 (0)1334 463808
Tel: +44 (0)1334 467264

Abstract

The rate of reaction and the selectivity of a Diels–Alder cycloaddition between a furan and a maleimide can be enhanced by the introduction of complementary recognition sites on the reactant species. Subtle manipulation of other structural elements allows the generation of the observed rate enhancements and selectivities through either self-replication or formation of a pre-reactive binary complex.

Graphical abstract: Self-replication vs. reactive binary complexes—manipulating recognition-mediated cycloadditions by simple structural modifications

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Article information

DOI
https://doi.org/10.1039/B406862A
Article type
Paper
Submitted
07 May 2004
Accepted
29 Sep 2004
First published
03 Nov 2004

Org. Biomol. Chem., 2004,2, 3434-3441

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Self-replication vs. reactive binary complexes—manipulating recognition-mediated cycloadditions by simple structural modifications

R. J. Pearson, E. Kassianidis, A. M. Z. Slawin and D. Philp, Org. Biomol. Chem., 2004, 2, 3434 DOI: 10.1039/B406862A

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