Proline derived guanidine catalysts forge extensive H-bonded architectures: a solution and solid state study

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Authors
Al-Taie, Zahraa S
Anetts, Simon R
Christensen, Jeppe
Coles, Simon J
Horton, Peter N
Evans, Daniel M
Jones, Leigh F
de Kleijne, Frank FJ
Ledbetter, Shaun M
Mehdar, Yassin TH
Issue Date
2020-06-11

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Abstract
The preparation of a range of amino acid derived guanidine organocatalysts is reported together with their application to the Michael addition of 2-hydroxy-1,4-napthoquinone to b-nitrostyrene, achieving a maximum ee of 56%. Some insight into the mechanism was sought by using X-ray crystallography and a detailed study of the intra- and intermolecular hydrogen bonding is reported.
Citation
Al-Taie, Z.S., Anetts, S.R., Christensen, J. et al. (2020) Proline derived guanidine catalysts forge extensive H-bonded architectures: a solution and solid state study, RSC Advances, 38 (10), pp. 22397-–22416. https://doi.org/10.1039/C9RA07508A
Publisher
Royal Society of Chemistry (RSC)
Journal
RSC Advances
URI
http://hdl.handle.net/2436/623270
DOI
10.1039/c9ra07508a
Additional Links
https://pubs.rsc.org/en/content/articlelanding/2020/RA/C9RA07508A#!divAbstract
Type
Journal article
Language
en
Description
© 2020 The Authors. Published by Royal Society of Chemistry. This is an open access article available under a Creative Commons licence. The published version can be accessed at the following link on the publisher’s website: https://doi.org/10.1039/C9RA07508A
ISSN
2046-2069
EISSN
2046-2069
Collections
https://creativecommons.org/licenses/by-nc/4.0/
Except where otherwise noted, this item's license is described as https://creativecommons.org/licenses/by-nc/4.0/