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Synthesis, Crystal Structure, and Cytotoxicity Studies of titanacalix[4 and 8]arene Complexes

Miller-Shakesby, David M.; Miller-Shakesby, David M; Nigam, Shubhanchi; Hughes, David L.; Lopez-Estelles, Enrique; Elsegood, Mark Robert James; Elsegood, Mark R.J.; Cawthorne, Christopher; Cawthorne, Christopher J.; Archibald, Steve J; Archibald, Stephen J.; Redshaw, Carl

Authors

David M. Miller-Shakesby

David M Miller-Shakesby

Shubhanchi Nigam

David L. Hughes

Enrique Lopez-Estelles

Mark Robert James Elsegood

Mark R.J. Elsegood

Christopher Cawthorne

Christopher J. Cawthorne

Steve J Archibald

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Professor Carl Redshaw C.Redshaw@hull.ac.uk
Professor of Inorganic Materials Chemistry and REF Lead for Chemistry



Abstract

© 2018 The Royal Society of Chemistry. Reaction of 5,11,17,23-tetra-tert-butyl-dihydroxy-26,28-bis(2-pentoxy)calix[4]arene (L(OH)2(Opentyl)2) with [TiCl4] afforded the dichlorotitanoacalix[4]arene complex [TiCl2L(O)2(Opentyl)2] (1) in good yield. Hydrolysis of 1 led to the isolation of the complex {[TiL(O)3(Opentyl)]2(μ-OH)(μ-Cl)} (2). Reaction of 5,11,17,23,29,35,41,47-p-tert-butyl-49,50,51,52,53,54,55,56-octapropoxycalix[8]arene (L′(Opropyl)8) with [TiCl4] in refluxing toluene afforded, following work-up, a 35:65 mixture (3) of the complex [Ti(NCMe)Cl]2[TiCl(μ-O)]2L′ and the silicone grease derived complex [Ti(NCMe)Cl]2[Ti(μ-O)]2[OSi(CH3)2OSi(CH3)2O]L′ in which the grease replaces two chloride ligands. The molecular structures of 1·2MeCN, 2·7MeCN, and 3·10MeCN have been determined. The complexes were studied using in vitro cell assays and were found to have CC50values in the range 111-186 μM, i.e. they have low toxicity.

Citation

Miller-Shakesby, D. M., Nigam, S., Hughes, D. L., Lopez-Estelles, E., Elsegood, M. R., Cawthorne, C. J., …Redshaw, C. (2018). Synthesis, Crystal Structure, and Cytotoxicity Studies of titanacalix[4 and 8]arene Complexes. Dalton transactions : an international journal of inorganic chemistry / RSoC, 47(27), 8992-8999. https://doi.org/10.1039/c8dt01992d

Journal Article Type Article
Acceptance Date Jun 11, 2018
Online Publication Date Jun 12, 2018
Publication Date Jun 12, 2018
Deposit Date Jun 12, 2018
Publicly Available Date Jun 13, 2019
Journal Dalton Transactions
Print ISSN 1477-9226
Electronic ISSN 1477-9234
Publisher Royal Society of Chemistry
Peer Reviewed Peer Reviewed
Volume 47
Issue 27
Pages 8992-8999
DOI https://doi.org/10.1039/c8dt01992d
Public URL https://hull-repository.worktribe.com/output/873096
Publisher URL http://pubs.rsc.org/en/Content/ArticleLanding/2018/DT/C8DT01992D#!divAbstract
Copyright Statement ©2018 University of Hull
Additional Information : This document is Similarity Check deposited; : Single-blind; : Received 17 May 2018; Accepted 11 June 2018; Accepted Manuscript published 12 June 2018

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