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Issue 27, 2018
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Synthesis, crystal structure, and cytotoxicity studies of titanacalix[4 and 8]arene complexes

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Abstract

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, 2·7¼MeCN, and 3·10MeCN have been determined. The complexes were studied using in vitro cell assays and were found to have CC50 values in the range 111–186 μM, i.e. they have low toxicity.

Graphical abstract: Synthesis, crystal structure, and cytotoxicity studies of titanacalix[4 and 8]arene complexes

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Publication details

The article was received on 17 May 2018, accepted on 11 Jun 2018 and first published on 12 Jun 2018


Article type: Paper
DOI: 10.1039/C8DT01992D
Citation: Dalton Trans., 2018,47, 8992-8999
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    Synthesis, crystal structure, and cytotoxicity studies of titanacalix[4 and 8]arene complexes

    D. M. Miller-Shakesby, S. Nigam, D. L. Hughes, E. Lopez-Estelles, M. R. J. Elsegood, C. J. Cawthorne, S. J. Archibald and C. Redshaw, Dalton Trans., 2018, 47, 8992
    DOI: 10.1039/C8DT01992D

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