Emeritus Professor Carl Redshaw's Outputs (426)

Synthesis, structures and conformational studies of 1,2-dimethyl[2.10]metacyclophane-1-enes (2016)
Journal Article
Akther, T., Islam, M. M., Rahman, S., Georghiou, P. E., Matsumoto, T., Tanaka, J., Thuéry, P., Redshaw, C., & Yamato, T. (2016). Synthesis, structures and conformational studies of 1,2-dimethyl[2.10]metacyclophane-1-enes. ChemistrySelect, 1(13), 3594-3600. https://doi.org/10.1002/slct.201600670

A series of 1,2-dimethyl[2.10]metacyclophan-1-enes (MCP-1-enes) containing different substituent groups has been synthesized to illustrate their conformational behavior. 4,22-dimethoxy-1,2-dimethyl[2.10]MCP-1-ene 3 was synthesized by a Grignard coupl... Read More about Synthesis, structures and conformational studies of 1,2-dimethyl[2.10]metacyclophane-1-enes.

Supramolecular assemblies constructed from inverted cucurbit[7]uril and lanthanide cations: synthesis, structure and sorption properties (2016)
Journal Article
Li, Q., Qiu, S.-C., Zhang, Y.-Q., Xue, S.-F., Tao, Z., Prior, T. J., Redshaw, C., Zhu, Q.-J., & Xiao, X. (in press). Supramolecular assemblies constructed from inverted cucurbit[7]uril and lanthanide cations: synthesis, structure and sorption properties. RSC advances, 6(81), 77805-77810. https://doi.org/10.1039/c6ra15559f

The interaction of a series of lanthanide cations (Ln³⁺) with inverted cucurbit[7]uril (iQ[7]) in the presence of [ZnCl₄]²⁻ anions as a structure-directing agent have been investigated. Single-crystal X-ray diffraction analysis has revealed that the... Read More about Supramolecular assemblies constructed from inverted cucurbit[7]uril and lanthanide cations: synthesis, structure and sorption properties.

“Janus” calixarenes: double–sided molecular linkers for facile, multi-anchor point, multi-functional, surface modification (2016)
Journal Article
Buttress, J. P., Day, D. P., Courtney, J. M., Lawrence, E. J., Hughes, D. L., Blagg, R. J., Crossley, A., Matthews, S. E., Redshaw, C., Page, P. C. B., & Wildgoose, G. G. (2016). “Janus” calixarenes: double–sided molecular linkers for facile, multi-anchor point, multi-functional, surface modification. Langmuir : the ACS journal of surfaces and colloids, 32(31), 7806-7813. https://doi.org/10.1021/acs.langmuir.6b02222

We herein report the synthesis of novel "Janus" calix[4]arenes bearing four "molecular tethering" functional groups on either the upper or lower rims of the calixarene. These enable facile multipoint covalent attachment to electrode surfaces with mon... Read More about “Janus” calixarenes: double–sided molecular linkers for facile, multi-anchor point, multi-functional, surface modification.

Click-modified hexahomotrioxacalix[3]arenes as fluorometric and colorimetric dual-modal chemosensors for 2,4,6-trinitrophenol (2016)
Journal Article
Wu, C., Zhao, J. L., Jiang, X. K., Ni, X. L., Zeng, X., Redshaw, C., & Yamato, T. (2016). Click-modified hexahomotrioxacalix[3]arenes as fluorometric and colorimetric dual-modal chemosensors for 2,4,6-trinitrophenol. Analytica Chimica Acta, 936, 216-221. https://doi.org/10.1016/j.aca.2016.06.045

A new type of chemosensor-based approach to the detection of 2,4,6-trinitrophenol (TNP) is described in this paper. Two hexahomotrioxacalix[3]arene-based chemosensors 1 and 2 were synthesized through click chemistry, which exhibited high binding affi... Read More about Click-modified hexahomotrioxacalix[3]arenes as fluorometric and colorimetric dual-modal chemosensors for 2,4,6-trinitrophenol.

Synthesis and evaluation of a novel fluorescent sensor based on hexahomotrioxacalix[3]arene for Zn²+ and Cd²+ (2016)
Journal Article
Jiang, X.-K., Ikejiri, Y., Jin, C.-C., Wu, C., Zhao, J.-L., Ni, X.-L., Zeng, X., Redshaw, C., & Yamato, T. (2016). Synthesis and evaluation of a novel fluorescent sensor based on hexahomotrioxacalix[3]arene for Zn²+ and Cd²+. Tetrahedron, 72(32), 4854-4858. https://doi.org/10.1016/j.tet.2016.06.055

A novel type of selective and sensitive fluorescent sensor having triazole rings as the binding sites on the lower rim of a hexahomotrioxacalix[3]arene scaffold in a cone conformation is reported. This sensor has desirable properties for practical ap... Read More about Synthesis and evaluation of a novel fluorescent sensor based on hexahomotrioxacalix[3]arene for Zn²+ and Cd²+.

Structural studies of Schiff-base [2 + 2] macrocycles derived from 2,2′-oxydianiline and the ROP capability of their organoaluminium complexes (2016)
Journal Article
Yang, W., Zhao, K.-Q., Prior, T. J., Hughes, D. L., Arbaoui, A., Elsegood, M. R. J., & Redshaw, C. (2016). Structural studies of Schiff-base [2 + 2] macrocycles derived from 2,2′-oxydianiline and the ROP capability of their organoaluminium complexes. Dalton Transactions : an international journal of inorganic chemistry, 45(30), 11990-12005. https://doi.org/10.1039/c6dt01997h

The molecular structures of a number of solvates of the [2+2] Schiff-base macrocycles {[2-(OH)-5-(R)-C₆H₂-1,3-(CH)₂][O(2-C₆H₄N)₂]}₂ (R = Me L¹H₂, tBu L²H₂, Cl L³H₂), formed by reacting 2,6-dicarboxy-4-R-phenol with 2,2/-oxydianiline (2-aminophenyleth... Read More about Structural studies of Schiff-base [2 + 2] macrocycles derived from 2,2′-oxydianiline and the ROP capability of their organoaluminium complexes.

Extended π-conjugated pyrene derivatives: structural, photophysical and electrochemical properties (2016)
Journal Article
Feng, X., Seto, N., Wang, C.-Z., Matsumoto, T., Tanaka, J., Wei, X.-F., Elsegood, M. R., Horsburgh, L., Redshaw, C., & Yamato, T. (2016). Extended π-conjugated pyrene derivatives: structural, photophysical and electrochemical properties. ChemistrySelect, 1(9), 1926-1932. https://doi.org/10.1002/slct.201600598

This article presents a set of extended π-conjugated pyrene derivatives, namely 1,3-di(arylethynyl)-7-tert-butylpyrenes, which were synthesized by a Pd-catalyzed Sonogashira coupling reaction of 1,3-dibromo-7-tert-butylpyrenes with the corresponding... Read More about Extended π-conjugated pyrene derivatives: structural, photophysical and electrochemical properties.

A ratiometric Al³⁺ ion probe based on the coumarin-quinoline FRET system (2016)
Journal Article
Zhu, Q., Li, L., Mu, L., Zeng, X., Redshaw, C., & Wei, G. (2016). A ratiometric Al³⁺ ion probe based on the coumarin-quinoline FRET system. Journal of Photochemistry and Photobiology A: Chemistry, 328, 217-224. https://doi.org/10.1016/j.jphotochem.2016.06.006

A coumarin-quinoline based fluorescence resonance energy transfer (FRET) system (TCQ) has been synthesized and employed as a ratiometric fluorescence probe. The selective fluorescent response of the probe TCQ toward Al³⁺ was devised by employing a qu... Read More about A ratiometric Al³⁺ ion probe based on the coumarin-quinoline FRET system.

Fluorescent turn-on sensors based on pyrene-containing Schiff base derivatives for Cu2+ recognition: spectroscopic and DFT computational studies (2016)
Journal Article
Kowser, Z., Jin, C.-C., Jiang, X., Rahman, S., Georghiou, P. E., Ni, X.-L., Zeng, X., Redshaw, C., & Yamato, T. (2016). Fluorescent turn-on sensors based on pyrene-containing Schiff base derivatives for Cu2+ recognition: spectroscopic and DFT computational studies. Tetrahedron, 72(30), 4575-4581. https://doi.org/10.1016/j.tet.2016.06.017

A new fluorescent chemosensor L1, pyrene containing long chain Schiff base derivative in 1-position has been synthesized. Similarly, the receptors L2 and L3 are also designed in order to compare the binding ability for detection of Cu2+. The receptor... Read More about Fluorescent turn-on sensors based on pyrene-containing Schiff base derivatives for Cu2+ recognition: spectroscopic and DFT computational studies.

Thiacalix[4]arene derivatives bearing imidazole units : a ditopic hard/soft receptor for Na⁺ and K⁺/Ag⁺ with an allosteric effect and a reusable extractant for dichromate anions (2016)
Journal Article
Zhao, J.-L., Wu, C., Zeng, X., Rahman, S., Georghiou, P. E., Elsegood, M. R., Warwick, T. G., Redshaw, C., Teat, S. J., & Yamato, T. (2016). Thiacalix[4]arene derivatives bearing imidazole units : a ditopic hard/soft receptor for Na⁺ and K⁺/Ag⁺ with an allosteric effect and a reusable extractant for dichromate anions. ChemistrySelect, 1(8), 1541-1547. https://doi.org/10.1002/slct.201600245

© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim Two novel receptors 5,11,17,23-tetra-tert-butyl-25,27-bis[(ethoxycarbonyl)methoxy]-26,28-bis-[1-methyl-(imidazole)meth-oxy] -2,8,14,20-tetra-thiacalix[4]arene (L1) and 5,11,17,23-tetra-tert-butyl-25... Read More about Thiacalix[4]arene derivatives bearing imidazole units : a ditopic hard/soft receptor for Na⁺ and K⁺/Ag⁺ with an allosteric effect and a reusable extractant for dichromate anions.

Interaction of a symmetrical α,α',δ,δ'-Tetramethyl-cucurbit[6]uril with Ln³⁺ : potential applications for isolation of lanthanides (2016)
Journal Article
Yang, B., Gao, Z.-Z., Lu, J.-H., Zhu, Q.-J., Xue, S.-F., Tao, Z., Prior, T. J., Redshaw, C., Wei, G., & Xiao, X. (2016). Interaction of a symmetrical α,α',δ,δ'-Tetramethyl-cucurbit[6]uril with Ln³⁺ : potential applications for isolation of lanthanides. CrystEngComm RSC, 18(26), 5028-5035. https://doi.org/10.1039/c6ce00134c

The interaction of a symmetrical α,α′,δ,δ′-tetramethyl-cucurbit[6]uril (TMeQ[6]) with a series of lanthanide cations (Ln³⁺) was investigated in neutral water and in acidic solution. Analysis by single crystal X-ray diffraction revealed that different... Read More about Interaction of a symmetrical α,α',δ,δ'-Tetramethyl-cucurbit[6]uril with Ln³⁺ : potential applications for isolation of lanthanides.

Demethylation of 5,n-di-tert-butyl-8,n-dimethoxy[2.n] metacyclophane-1-ynes with BBr3 to afford novel [n] benzofuranophanes (2016)
Journal Article
Akther, T., Islam, M. M., Matsumoto, T., Tanaka, J., Feng, X., Redshaw, C., & Yamato, T. (2016). Demethylation of 5,n-di-tert-butyl-8,n-dimethoxy[2.n] metacyclophane-1-ynes with BBr3 to afford novel [n] benzofuranophanes. Journal of molecular structure, 1122(15 October), 247-255. https://doi.org/10.1016/j.molstruc.2016.05.054

© 2016 Elsevier B.V. All rights reserved. Novel [n]benzofuranophanes (n = 8 & 10) 2a-b have been prepared by successive intramolecular cyclization from 5,19-di-tert-butyl-8,22-dimethoxy[n]metacyclophane-1-yne (syn-1a-b) by treatment with BBr 3 in C... Read More about Demethylation of 5,n-di-tert-butyl-8,n-dimethoxy[2.n] metacyclophane-1-ynes with BBr3 to afford novel [n] benzofuranophanes.

Synthesis, structural properties, electrophilic substitution reactions and DFT computational studies of calix[3]benzofurans (2016)
Journal Article
Islam, M. M., Akther, T., Ikejiri, Y., Matsumoto, T., Tanaka, J., Rahman, S., Georghiou, P. E., Hughes, D. L., Redshaw, C., & Yamato, T. (in press). Synthesis, structural properties, electrophilic substitution reactions and DFT computational studies of calix[3]benzofurans. RSC advances, 6(56), 50808-50817. https://doi.org/10.1039/c6ra06219a

Calix[3]benzofurans have been synthesized by a modified TosMIC coupling reaction, followed by acid treatment and an intramolecular cyclization reaction with TMSI (trimethylsilyl iodide); X-ray analysis established the structures of two samples, both... Read More about Synthesis, structural properties, electrophilic substitution reactions and DFT computational studies of calix[3]benzofurans.

Metallocalixarene catalysts: α-olefin polymerization and ROP of cyclic esters (2016)
Journal Article
Redshaw, C. (2016). Metallocalixarene catalysts: α-olefin polymerization and ROP of cyclic esters. Dalton Transactions : an international journal of inorganic chemistry, 45(22), 9018-9030. https://doi.org/10.1039/c6dt01529h

This perspective review discusses metallocalix[n]arene complexes that have been employed in either α-olefin polymerization or in the ring opening polymerization (ROP) of cyclic esters over the last 5 years. Synthesis, molecular structure and catalyti... Read More about Metallocalixarene catalysts: α-olefin polymerization and ROP of cyclic esters.

Synthesis and structures of O-anthrylmethyl-substituted hexahomotrioxacalix[3]arenes (2016)
Journal Article
Jiang, X.-K., Ikejiri, Y., Ni, X.-L., Zeng, X., Redshaw, C., & Yamato, T. (2016). Synthesis and structures of O-anthrylmethyl-substituted hexahomotrioxacalix[3]arenes. Journal of molecular structure, 1120, 274-280. https://doi.org/10.1016/j.molstruc.2016.05.020

O-Alkylation of 7,15,23-tri-tert-butyl-25,26,27-trihydroxy-2,3,10,11,18,19-hexahomo-3,11,19-trioxacalix[3]arene (1H₃) with 9-chloromethylanthracene 5 was carried out under different reaction conditions. Variation of the number of anthrylmethyl group... Read More about Synthesis and structures of O-anthrylmethyl-substituted hexahomotrioxacalix[3]arenes.

A rare and exclusive endoperoxide photoproduct derived from thiacalix[4]arene crown-shaped derivative bearing 9,10-substituted anthracene moiety (2016)
Journal Article
Zhao, J. L., Wu, C., Tomiyasu, H., Zeng, X., Elsegood, M. R., Redshaw, C., & Yamato, T. (2016). A rare and exclusive endoperoxide photoproduct derived from thiacalix[4]arene crown-shaped derivative bearing 9,10-substituted anthracene moiety. Chemistry - An Asian Journal, 11(10), 1606-1612. https://doi.org/10.1002/asia.201600202

A rare and exclusive endoperoxide photoproduct was quantitatively obtained from a thiacalix[4]arene crown-shaped derivative upon irradiation at λ=365 nm; the structure was unambiguously confirmed by 1H/13C NMR spectroscopy and X-ray crystallography.... Read More about A rare and exclusive endoperoxide photoproduct derived from thiacalix[4]arene crown-shaped derivative bearing 9,10-substituted anthracene moiety.

Molecular catalysis for precise olefin polymerization and ROP 2015 (2016)
Journal Article
Redshaw, C. (2016). Molecular catalysis for precise olefin polymerization and ROP 2015. Catalysts, 6(4), 53. https://doi.org/10.3390/catal6040053

The growth of emerging markets, particularly in the Far East, has fuelled the demand for new plastic materials. This in turn has stimulated both academic and industrial interest in the design of catalyst systems for which new Intellectual Property (I... Read More about Molecular catalysis for precise olefin polymerization and ROP 2015.

Synthesis, structures and cytotoxicity studies of p-sulfonatocalix[4]arene lanthanide complexes (2016)
Journal Article
Miller-Shakesby, D. M., Burke, B. P., Nigam, S., Stasiuk, G. J., Prior, T. J., Archibald, S. J., & Redshaw, C. (2016). Synthesis, structures and cytotoxicity studies of p-sulfonatocalix[4]arene lanthanide complexes. CrystEngComm RSC, 18(26), 4977-4987. https://doi.org/10.1039/c6ce00209a

A number of p-sulfonatocalix[4]arene complexes of the lanthanides (Tb, Gd, and Eu) have been prepared, some in the presence of tetraazamacrocycle 1,4,7,10-tetraazacyclododecane-1,4,7-triacetic acid (DO3A), and fully characterised. Crystal structure d... Read More about Synthesis, structures and cytotoxicity studies of p-sulfonatocalix[4]arene lanthanide complexes.

A pyrene-functionalized triazole-linked hexahomotrioxacalix[3]arene as a fluorescent chemosensor for Zn²⁺ ions (2016)
Journal Article
Wu, C., Ikejiri, Y., Zhao, J.-L., Jiang, X.-K., Ni, X.-L., Zeng, X., Redshaw, C., & Yamato, T. (2016). A pyrene-functionalized triazole-linked hexahomotrioxacalix[3]arene as a fluorescent chemosensor for Zn²⁺ ions. Sensors and actuators. B, Chemical, 228(2 June), 480-485. https://doi.org/10.1016/j.snb.2016.01.051

A new pyrenyl appended hexahomotrioxacalix[3]arene L featuring 1,2,3-triazole linkers was synthesized as a fluorescent chemosensor for Zn²⁺ in mixed aqueous media. It exhibited high affinity toward Zn²⁺, and the monomer and excimer emission of the py... Read More about A pyrene-functionalized triazole-linked hexahomotrioxacalix[3]arene as a fluorescent chemosensor for Zn²⁺ ions.

Functionalization of Pyrene To Prepare Luminescent Materials—Typical Examples of Synthetic Methodology (2016)
Journal Article
Feng, X., Hu, J. Y., Redshaw, C., & Yamato, T. (2016). Functionalization of Pyrene To Prepare Luminescent Materials—Typical Examples of Synthetic Methodology. Chemistry: a European journal, 22(34), 11898-11916. https://doi.org/10.1002/chem.201600465

Pyrene-based π-conjugated materials are considered to be an ideal organic electro-luminescence material for application in semiconductor devices, such as organic light-emitting diodes (OLEDs), organic field-effect transistors (OFETs) and organic phot... Read More about Functionalization of Pyrene To Prepare Luminescent Materials—Typical Examples of Synthetic Methodology.