A series of enantiopure BEDT-TTF-acetamide derivatives with two stereogenic centres

Short, JI, Rushbridge, EK, Blundell, TJ, Ogar, JO ORCID logoORCID: https://orcid.org/0000-0002-2115-2885, Yang, S, Wallis, JD ORCID logoORCID: https://orcid.org/0000-0001-7259-8783 and Martin, L ORCID logoORCID: https://orcid.org/0000-0002-5330-5700, 2024. A series of enantiopure BEDT-TTF-acetamide derivatives with two stereogenic centres. New Journal of Chemistry. ISSN 1144-0546

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Abstract

A method for the synthesis of twelve enantiopure derivatives of BEDT-TTF which have two stereogenic centres is reported comprising six diastereomeric pairs. The donors are derivatives of enantiopure (BEDT-TTF)-acetamide bearing a chiral substituent on the nitrogen (NCHMeR: R = 3-Cl-C6H4, 3-OMeC6H4, 4-Me-C6H4, cyclohexyl and 1-naphthyl, and NCH(CH2Ph)CO2Me), and structural assignments are supported by X-ray crystallography. All donors show two successive oxidations typical of BEDT-TTF. Two examples of charge transfer salts with members of this series are reported: a 2 : 1 salt with triiodide in which the anions lie in channels along the donor stacking direction and a 1 : 1 salt with TCNQ-F2 in which the donors and acceptors lie side by side, and staggered with respect to the next layer. Hydrogen bonding between the donors’ amide groups is an important feature in the crystal structures.

Item Type: Journal article
Publication Title: New Journal of Chemistry
Creators: Short, J.I., Rushbridge, E.K., Blundell, T.J., Ogar, J.O., Yang, S., Wallis, J.D. and Martin, L.
Publisher: Royal Society of Chemistry
Date: 12 December 2024
ISSN: 1144-0546
Identifiers:
Number
Type
10.1039/d4nj03967j
DOI
2332057
Other
Rights: This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.
Divisions: Schools > School of Science and Technology
Record created by: Jonathan Gallacher
Date Added: 06 Jan 2025 13:33
Last Modified: 06 Jan 2025 13:33
URI: https://irep.ntu.ac.uk/id/eprint/52776

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