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

DOI: 10.1039/C9RA07508A DOI Help

Authors: Zahraa S. Al-Taie (Al-Nahrain University; Bangor University) , Simon R. Anetts (Bangor University) , Jeppe Christensen (Diamond Light Source; University of Southampton) , Simon J. Coles (University of Southampton) , Peter N. Horton (University of Southampton) , Daniel M. Evans (Bangor University) , Leigh F. Jones (University of Wolverhampton) , Frank F. J. De Kleijne (Bangor University) , Shaun M. Ledbetter (Bangor University) , Yassin T. H. Mehdar (Bangor University) , Patrick J. Murphy (Bangor University) , Jack A. Wilson (Bangor University)
Co-authored by industrial partner: No

Type: Journal Paper
Journal: Rsc Advances , VOL 10 , PAGES 22397 - 22416

State: Published (Approved)
Published: June 2020
Diamond Proposal Number(s): 15762

Open Access Open Access

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 β-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.

Subject Areas: Chemistry


Instruments: I19-Small Molecule Single Crystal Diffraction

Added On: 17/06/2020 13:11

Documents:
c9ra07508a.pdf

Discipline Tags:

Catalysis Organic Chemistry Physical Chemistry Chemistry

Technical Tags:

Diffraction Single Crystal X-ray Diffraction (SXRD)