Synthesis of New Derivatives of BEDT-TTF: Installation of Alkyl, Ethynyl, and Metal-Binding Side Chains and Formation of <em>Tris</em>(BEDT-TTF) Systems

The syntheses of new BEDT-TTF derivatives are described. These comprise BEDT-TTF with one ethynyl group (HC≡C-), with two (<i>n</i>-heptyl) or four (<i>n</i>-butyl) alkyl side chains, with two <i>trans</i> acetal (-CH(OMe)<sub>2</sub>) groups, with two...

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Main Authors: Songjie Yang, Matteo Zecchini, Andrew C. Brooks, Sara J. Krivickas, Desiree M. Dalligos, Anna M. Matuszek, Emma L. Stares, Melanie Pilkington, John D. Wallis
Format: Article
Language:English
Published: MDPI AG 2021-08-01
Series:Magnetochemistry
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Online Access:https://www.mdpi.com/2312-7481/7/8/110
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author Songjie Yang
Matteo Zecchini
Andrew C. Brooks
Sara J. Krivickas
Desiree M. Dalligos
Anna M. Matuszek
Emma L. Stares
Melanie Pilkington
John D. Wallis
author_facet Songjie Yang
Matteo Zecchini
Andrew C. Brooks
Sara J. Krivickas
Desiree M. Dalligos
Anna M. Matuszek
Emma L. Stares
Melanie Pilkington
John D. Wallis
author_sort Songjie Yang
collection DOAJ
description The syntheses of new BEDT-TTF derivatives are described. These comprise BEDT-TTF with one ethynyl group (HC≡C-), with two (<i>n</i>-heptyl) or four (<i>n</i>-butyl) alkyl side chains, with two <i>trans</i> acetal (-CH(OMe)<sub>2</sub>) groups, with two <i>trans</i> aminomethyl (-CH<sub>2</sub>NH<sub>2</sub>) groups, and with an iminodiacetate (-CH<sub>2</sub>N(CH<sub>2</sub>CO<sub>2</sub><sup>−</sup>)<sub>2</sub> side chain. Three transition metal salts have been prepared from the latter donor, and their magnetic properties are reported. Three <i>tris</i>-donor systems are reported bearing three BEDT-TTF derivatives with ester links to a core derived from benzene-1,3,5-tricarboxylic acid. The stereochemistry and molecular structure of the donors are discussed. X-ray crystal structures of two BEDT-TTF donors are reported: one with two CH(OMe)<sub>2</sub> groups and with one a -CH<sub>2</sub>N(CH<sub>2</sub>CO<sub>2</sub>Me)<sub>2</sub> side chain.
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spelling doaj.art-2bc95bb727e04879807b53e02f3af1f42023-11-22T08:24:59ZengMDPI AGMagnetochemistry2312-74812021-08-017811010.3390/magnetochemistry7080110Synthesis of New Derivatives of BEDT-TTF: Installation of Alkyl, Ethynyl, and Metal-Binding Side Chains and Formation of <em>Tris</em>(BEDT-TTF) SystemsSongjie Yang0Matteo Zecchini1Andrew C. Brooks2Sara J. Krivickas3Desiree M. Dalligos4Anna M. Matuszek5Emma L. Stares6Melanie Pilkington7John D. Wallis8School of Science and Technology, Nottingham Trent University, Clifton Lane, Nottingham NG11 8NS, UKSchool of Science and Technology, Nottingham Trent University, Clifton Lane, Nottingham NG11 8NS, UKSchool of Science and Technology, Nottingham Trent University, Clifton Lane, Nottingham NG11 8NS, UKSchool of Science and Technology, Nottingham Trent University, Clifton Lane, Nottingham NG11 8NS, UKSchool of Science and Technology, Nottingham Trent University, Clifton Lane, Nottingham NG11 8NS, UKSchool of Science and Technology, Nottingham Trent University, Clifton Lane, Nottingham NG11 8NS, UKDepartment of Chemistry, Brock University, 1812 Sir Isaac Brock Way, St. Catharines, ON L2S 3A1, CanadaDepartment of Chemistry, Brock University, 1812 Sir Isaac Brock Way, St. Catharines, ON L2S 3A1, CanadaSchool of Science and Technology, Nottingham Trent University, Clifton Lane, Nottingham NG11 8NS, UKThe syntheses of new BEDT-TTF derivatives are described. These comprise BEDT-TTF with one ethynyl group (HC≡C-), with two (<i>n</i>-heptyl) or four (<i>n</i>-butyl) alkyl side chains, with two <i>trans</i> acetal (-CH(OMe)<sub>2</sub>) groups, with two <i>trans</i> aminomethyl (-CH<sub>2</sub>NH<sub>2</sub>) groups, and with an iminodiacetate (-CH<sub>2</sub>N(CH<sub>2</sub>CO<sub>2</sub><sup>−</sup>)<sub>2</sub> side chain. Three transition metal salts have been prepared from the latter donor, and their magnetic properties are reported. Three <i>tris</i>-donor systems are reported bearing three BEDT-TTF derivatives with ester links to a core derived from benzene-1,3,5-tricarboxylic acid. The stereochemistry and molecular structure of the donors are discussed. X-ray crystal structures of two BEDT-TTF donors are reported: one with two CH(OMe)<sub>2</sub> groups and with one a -CH<sub>2</sub>N(CH<sub>2</sub>CO<sub>2</sub>Me)<sub>2</sub> side chain.https://www.mdpi.com/2312-7481/7/8/110organic conductorsBEDT-TTFsynthesismagnetismcrystal structures
spellingShingle Songjie Yang
Matteo Zecchini
Andrew C. Brooks
Sara J. Krivickas
Desiree M. Dalligos
Anna M. Matuszek
Emma L. Stares
Melanie Pilkington
John D. Wallis
Synthesis of New Derivatives of BEDT-TTF: Installation of Alkyl, Ethynyl, and Metal-Binding Side Chains and Formation of <em>Tris</em>(BEDT-TTF) Systems
Magnetochemistry
organic conductors
BEDT-TTF
synthesis
magnetism
crystal structures
title Synthesis of New Derivatives of BEDT-TTF: Installation of Alkyl, Ethynyl, and Metal-Binding Side Chains and Formation of <em>Tris</em>(BEDT-TTF) Systems
title_full Synthesis of New Derivatives of BEDT-TTF: Installation of Alkyl, Ethynyl, and Metal-Binding Side Chains and Formation of <em>Tris</em>(BEDT-TTF) Systems
title_fullStr Synthesis of New Derivatives of BEDT-TTF: Installation of Alkyl, Ethynyl, and Metal-Binding Side Chains and Formation of <em>Tris</em>(BEDT-TTF) Systems
title_full_unstemmed Synthesis of New Derivatives of BEDT-TTF: Installation of Alkyl, Ethynyl, and Metal-Binding Side Chains and Formation of <em>Tris</em>(BEDT-TTF) Systems
title_short Synthesis of New Derivatives of BEDT-TTF: Installation of Alkyl, Ethynyl, and Metal-Binding Side Chains and Formation of <em>Tris</em>(BEDT-TTF) Systems
title_sort synthesis of new derivatives of bedt ttf installation of alkyl ethynyl and metal binding side chains and formation of em tris em bedt ttf systems
topic organic conductors
BEDT-TTF
synthesis
magnetism
crystal structures
url https://www.mdpi.com/2312-7481/7/8/110
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