Emeritus Professor Carl Redshaw's Outputs (426)

Use of metal catalysts bearing Schiff base macrocycles for the ring opening polymerization (ROP) of cyclic esters (2017)
Journal Article
Redshaw, C. (2017). Use of metal catalysts bearing Schiff base macrocycles for the ring opening polymerization (ROP) of cyclic esters. Catalysts, 7(5), Article 165. https://doi.org/10.3390/catal7050165

© 2017 by the authors. Schiff base macrocycles are emerging as useful scaffolds for binding two or more catalytic metals in close proximity. Such coordination chemistry allows for the evaluation of potentially beneficial catalytic cooperative effects... Read More about Use of metal catalysts bearing Schiff base macrocycles for the ring opening polymerization (ROP) of cyclic esters.

A readily accessible multifunctional probe: simultaneous recognition of the cation ZN²⁺ and the anion F⁻ via distinguishable wavelengths (2017)
Journal Article
Zeng, L., Zhao, J. L., Mu, L., Zeng, X., Wei, G., Redshaw, C., & Jin, Z. (2017). A readily accessible multifunctional probe: simultaneous recognition of the cation ZN²⁺ and the anion F⁻ via distinguishable wavelengths. 880-01 Wu ji hua xue xue bao = Journal of inorganic chemistry, 33(5), 769-778. https://doi.org/10.11862/CJIC.2017.076

The probe 1 was readily prepared via condensation of 8-formyl-7-hydroxy-coumarin and carbonic dihydrazide in a one-step procedure. Probe 1 exhibited high sensitivity and selectivity towards Zn²⁺ and F⁻ through a “turn-on” fluorescence response and/or... Read More about A readily accessible multifunctional probe: simultaneous recognition of the cation ZN²⁺ and the anion F⁻ via distinguishable wavelengths.

Synthesis and fluorescence emission properties of D-π-D monomers based on dithieno[3,2-b:2′,3′-d]thiophene (2017)
Journal Article
Wang, C.-Z., Do, J.-H., Akther, T., Feng, X., Matsumoto, T., Tanaka, J., Redshaw, C., & Yamato, T. (2017). Synthesis and fluorescence emission properties of D-π-D monomers based on dithieno[3,2-b:2′,3′-d]thiophene. Journal of Luminescence, 188(388), 388-393. https://doi.org/10.1016/j.jlumin.2017.04.060

We herein present four highly fluorescent and stable D-π-D monomers (2), which were designed and synthesized using different types of aryl substituent as the donor via a Suzuki-Miyaura coupling reaction. We have studied these four symmetrical chromop... Read More about Synthesis and fluorescence emission properties of D-π-D monomers based on dithieno[3,2-b:2′,3′-d]thiophene.

Organoaluminium complexes derived from Anilines or Schiff bases for ring opening polymerization of epsilon-caprolactone, delta-valerolactone and rac-lactide (2017)
Journal Article
Mo, S., Prior, T. J., Al-Khafaj, Y., Zhao, K.-Q., Wang, X., Elsegood, M. R., Elsegood, M. R. J., Wang, X., Zhao, K.-Q., Al-Khafaji, Y., Mo, S., Prior, T., Elsegood, M., & Redshaw, C. (2017). Organoaluminium complexes derived from Anilines or Schiff bases for ring opening polymerization of epsilon-caprolactone, delta-valerolactone and rac-lactide. European Journal of Inorganic Chemistry, 2017(13), 1951-1965. https://doi.org/10.1002/ejic.201601415

Reaction of R¹R²CHN=CH(3,5-tBu₂C₆H₂-OH-2) (R¹ = R² = Me L¹H; R¹ = Me, R² = Ph L²H; R¹ = R2 = Ph L³H) with one equivalent of R³3Al (R³ = Me, Et) afforded [(L¹-³)AlR³₂] (L¹, R³ = Me 1, R³ = Et 2; L², R³ = Me 3, R³ = Et 4; L³ R³ = Me 5, R³ = Et 6); comp... Read More about Organoaluminium complexes derived from Anilines or Schiff bases for ring opening polymerization of epsilon-caprolactone, delta-valerolactone and rac-lactide.

Synthesis and Structure of 1,2-Dimethylene[2.10]metacyclophane and Its Conversion into Chiral [10]Benzenometacyclophanes: Synthesis and Structure of 1,2-Dimethylene[2.10]metacyclophane and Its Conversion into Chiral [10]Benzenometacyclophanes (2017)
Journal Article
Thuéry, P., Islam, M. M., Akther, T., Islam, M. M., Matsumoto, T., Tanaka, J., Thuery, P., Redshaw, C., & Yamato, T. (2017). Synthesis and Structure of 1,2-Dimethylene[2.10]metacyclophane and Its Conversion into Chiral [10]Benzenometacyclophanes: Synthesis and Structure of 1,2-Dimethylene[2.10]metacyclophane and Its Conversion into Chiral [10]Benzenometacyclophanes. European Journal of Organic Chemistry, 2017(13), 1721-1726. https://doi.org/10.1002/ejoc.201601647

Bromination of 5,21-di-tert-butyl-8,24-dimethoxy-1,2-dimethyl[2.10]metacyclophan-1-ene (MCP-1-ene; 1) with benzyltrimethylammonium tribromide exclusively afforded 1,2-bis(bromomethyl)-5,21-di-tert-butyl-8,24-dimethoxy[2.10]MCP-1-ene (2). Debrominatio... Read More about Synthesis and Structure of 1,2-Dimethylene[2.10]metacyclophane and Its Conversion into Chiral [10]Benzenometacyclophanes: Synthesis and Structure of 1,2-Dimethylene[2.10]metacyclophane and Its Conversion into Chiral [10]Benzenometacyclophanes.

Synthesis and conformations of [2.n]metacyclophan-1-ene epoxides and their conversion to [n.1]metacyclophanes (2017)
Journal Article
Akther, T., Islam, M. M., Rahman, S., Georghiou, P. E., Matsumoto, T., Tanaka, J., Redshaw, C., & Yamato, T. (2017). Synthesis and conformations of [2.n]metacyclophan-1-ene epoxides and their conversion to [n.1]metacyclophanes. Organic & biomolecular chemistry, 15(16), 3519-3527. https://doi.org/10.1039/C7OB00400A

A series of syn- and anti-[2.n]metacyclophan-1-enes have been prepared in good yields by McMurry cyclizations of 1,n-bis(5-tert-butyl-3-formyl-2-methoxyphenyl)alkanes. Significantly, acid catalyzed rearrangements of [2.n]metacyclophan-1-enes afforded... Read More about Synthesis and conformations of [2.n]metacyclophan-1-ene epoxides and their conversion to [n.1]metacyclophanes.

Supramolecular assembly of cucurbit[6]uril and N-butyl-4-pyrrolidinopyridine (2017)
Journal Article
Hou, H.-B., Gao, Z.-Z., Bai, D., Tao, Z., Prior, T. J., Redshaw, C., & Xiao, X. (2017). Supramolecular assembly of cucurbit[6]uril and N-butyl-4-pyrrolidinopyridine. Supramolecular chemistry, 29(9), 680-685. https://doi.org/10.1080/10610278.2017.1304549

The nature of the supramolecular host-guest complex involving 4-pyrrolidinopyridine (BuPC4) and cucurbit[6]uril (Q[6]) has been investigated by NMR and UV spectroscopy, MALDI-TOF mass spectrometry, X-ray crystallography and isothermal titration calor... Read More about Supramolecular assembly of cucurbit[6]uril and N-butyl-4-pyrrolidinopyridine.

Alkyl substituted cucurbit[6]uril assisted competitive fluorescence recognition of lysine and methionine in aqueous solution (2017)
Journal Article
Bai, Q., Zhang, S., Chen, H., Sun, T., Redshaw, C., Zhang, J.-X., Ni, X.-L., Wei, G., & Tao, Z. (2017). Alkyl substituted cucurbit[6]uril assisted competitive fluorescence recognition of lysine and methionine in aqueous solution. ChemistrySelect, 2(8), 2569-2573. https://doi.org/10.1002/slct.201700053

The use of competitive ratiometric fluorescence indicator displacement chemosensors derived from two alkyl substituted cucurbit[6]uril-based host-guest complexes is reported. In particular, the differing binding abilities of two cucurbit[6]uril deriv... Read More about Alkyl substituted cucurbit[6]uril assisted competitive fluorescence recognition of lysine and methionine in aqueous solution.

Synthesis, structure and photophysical properties of pyrene–based [5]helicenes : an experimental and theoretical study (2017)
Journal Article
Thuéry, P., Wang, C.-Z., Kihara, R., Feng, X., Thuery, P., Redshaw, C., & Yamato, T. (2017). Synthesis, structure and photophysical properties of pyrene–based [5]helicenes : an experimental and theoretical study. ChemistrySelect, 2(4), 1436-1441. https://doi.org/10.1002/slct.201601327

Pyrene-cored [5]helicenes were prepared by a facile, efficient Wittig reaction and an intramolecular photocyclization reaction utilising 2,7-di-tert-butylpyrene-4-carbaldehyde and naphthalene/pyrene-based phosphorus ylides. Optical properties based o... Read More about Synthesis, structure and photophysical properties of pyrene–based [5]helicenes : an experimental and theoretical study.

Multimetallic lithium complexes derived from the acids Ph₂C(X)CO₂H (X = OH, NH₂) : synthesis, structure and ring opening polymerization of lactides and lactones (2017)
Journal Article
Al-Khafaji, Y. F., Prior, T. J., Horsburgh, L., Elsegood, M. R. J., & Redshaw, C. (2017). Multimetallic lithium complexes derived from the acids Ph₂C(X)CO₂H (X = OH, NH₂) : synthesis, structure and ring opening polymerization of lactides and lactones. ChemistrySelect, 2(2), 759-768. https://doi.org/10.1002/slct.201602029

Reaction of LiOR (R=t-Bu, Ph) with the acids 2,2/-Ph₂C(X)(CO₂H), X=OH (benzH), NH₂ (dpgH) was investigated. For benzH, one equivalent LiOt-Bu in THF afforded [Li(benz)]2⋅2THF (1⋅2THF), which adopts a 1D chain structure. If acetonitrile is used (mild... Read More about Multimetallic lithium complexes derived from the acids Ph₂C(X)CO₂H (X = OH, NH₂) : synthesis, structure and ring opening polymerization of lactides and lactones.

A study of the interaction between inverted cucurbit[7]uril and symmetric viologens (2017)
Journal Article
Gao, Z., Chen, L., Gao, Z.-Z., Bai, D., Chen, L.-X., Tao, Z., Xiao, X., Prior, T. J., & Redshaw, C. (2017). A study of the interaction between inverted cucurbit[7]uril and symmetric viologens. RSC advances, 7(1), 461-467. https://doi.org/10.1039/c6ra24780f

The interaction between inverted cucuribit[7]uril (iQ[7]) and a series of symmetric viologen derivatives bearing aliphatic substituents of variable length, namely dicationic dialkyl-4,4′-bipyridinium guests where the alkyl is CH₃(CH₂)n with n = 0 to... Read More about A study of the interaction between inverted cucurbit[7]uril and symmetric viologens.

Ring opening polymerization of lactides and lactones by multimetallic alkyl zinc complexes derived from the acids Ph₂C(X)CO₂2H (X = OH, NH₂ ) (2017)
Journal Article
Al-Khafaji, Y. F., Elsegood, M. R. J., Frese, J. W. A., Elsegood, M. R., Frese, J. W., Al-Khafaji, Y., Redshaw, C., Elsegood, M., & Frese, J. (2017). Ring opening polymerization of lactides and lactones by multimetallic alkyl zinc complexes derived from the acids Ph₂C(X)CO₂2H (X = OH, NH₂ ). RSC advances, 7(8), 4510-4517. https://doi.org/10.1039/C6RA26746G

The reaction of the dialkylzinc reagents R₂Zn with the acids 2,2-Ph₂C(X)(CO₂H), where X = NH₂, OH, i.e. 2,2′-diphenylglycine (dpgH) or benzilic acid (benzH2), in toluene at reflux temperature afforded the tetra-nuclear ring complexes [RZn(dpg)]₄, whe... Read More about Ring opening polymerization of lactides and lactones by multimetallic alkyl zinc complexes derived from the acids Ph₂C(X)CO₂2H (X = OH, NH₂ ).

Chemosensor for micro to nano-molar detection of Ag+ and Hg2+ ions in pure aqueous media and its applications in cell imaging (2017)
Journal Article
Nandre, J. P., Patil, S. R., Sahoo, S. K., Pradeep, C. P., Churakov, A., Yu, F., Chen, L., Redshaw, C., Patil, A. A., & Patil, U. D. (2017). Chemosensor for micro to nano-molar detection of Ag+ and Hg2+ ions in pure aqueous media and its applications in cell imaging. Dalton Transactions : an international journal of inorganic chemistry, 46(41), 14201-14209. https://doi.org/10.1039/C7DT02524F

The pyridine substituted thiourea derivative PTB-1 was synthesized and characterized by spectroscopic techniques as well as by single crystal X-ray crystallography. The metal ion sensing ability of PTB-1 was explored by various experimental (naked-ey... Read More about Chemosensor for micro to nano-molar detection of Ag+ and Hg2+ ions in pure aqueous media and its applications in cell imaging.

Synthesis of mono-O-alkylated homooxacalix[3]arene and a protection–deprotection strategy for homooxacalix[3]arene (2016)
Journal Article
Wu, C., Ikejiri, Y., Zeng, X., Elsegood, M. R., Redshaw, C., & Yamato, T. (2017). Synthesis of mono-O-alkylated homooxacalix[3]arene and a protection–deprotection strategy for homooxacalix[3]arene. Organic Letters, 19(1), 66-69. https://doi.org/10.1021/acs.orglett.6b03338

The regioselective synthesis of mono-O-alkylated homooxacalix[3]arene is accomplished for the first time. The synthetic route relies on two key steps: (i) a facile protection of two OH groups at the lower rim of the homooxacalix[3]arene and (ii) th... Read More about Synthesis of mono-O-alkylated homooxacalix[3]arene and a protection–deprotection strategy for homooxacalix[3]arene.

D-π-D chromophores based on dithieno[3,2-b:2′,3'-d]thiophene (DTT) : potential application in the fabrication of solar cell (2016)
Journal Article
Akther, T., Feng, X., Elsegood, M. R., Elsegood, M. R., Wang, C.-Z., Do, J.-H., Akther, T., Xing, F., Horsburgh, L., Elsegood, M., Redshaw, C., & Yamato, T. (2017). D-π-D chromophores based on dithieno[3,2-b:2′,3'-d]thiophene (DTT) : potential application in the fabrication of solar cell. Tetrahedron, 73(4), 307-312. https://doi.org/10.1016/j.tet.2016.11.077

In this work, four stable dithieno[3,2-b:2′,3'-d]thiophene-based π-extended molecules were designed and synthesized via a Pd-catalysed Sonogashira coupling reaction. The structures of these symmetrical compounds, including dithieno[3,2-b:2′,3'-d]thio... Read More about D-π-D chromophores based on dithieno[3,2-b:2′,3'-d]thiophene (DTT) : potential application in the fabrication of solar cell.

New pre-catalysts for ring opening of lactides/lactones based on earth abundant metals (2016)
Thesis
Al-Khafaji, Y. New pre-catalysts for ring opening of lactides/lactones based on earth abundant metals. (Thesis). University of Hull. https://hull-repository.worktribe.com/output/4219115

In this study, a number of Nb, Ta, Mo, V, Al, Li and Zn complexes have been synthesised and fully characterised. The catalytic behavior of these pre-catalysts towards the ring opening polymerization (ROP) of the cyclic esters is discussed.

Chapter... Read More about New pre-catalysts for ring opening of lactides/lactones based on earth abundant metals.

Reduction of diphenylacetylene using Al powder in the presence of noble metal catalysts in water (2016)
Journal Article
Rayhan, U., Kowser, Z., Redshaw, C., & Yamato, T. (2016). Reduction of diphenylacetylene using Al powder in the presence of noble metal catalysts in water. Tetrahedron, 72(44), 6943-6947. https://doi.org/10.1016/j.tet.2016.09.021

Diphenylacetylenes can be reduced to the corresponding diphenylethanes (2) in water in excellent yield using Al powder and Pd/C at 60 °C for 3 h in a sealed tube. In addition, the complete reduction of both aromatic rings required 80 °C for 15 h with... Read More about Reduction of diphenylacetylene using Al powder in the presence of noble metal catalysts in water.

A study of anion binding behaviour of 1,3-alternate thiacalix[4]arene-based receptors bearing urea moieties (2016)
Journal Article
Rahman, S., Tomiyasu, H., Kawazoe, H., Zhao, J.-L., Cong, H., Ni, X.-L., Zeng, X., Elsegood, M. R. J., Warwick, T. G., Teat, S. J., Redshaw, C., Georghiou, P. E., & Yamato, T. (2016). A study of anion binding behaviour of 1,3-alternate thiacalix[4]arene-based receptors bearing urea moieties. New journal of chemistry = Nouveau journal de chimie, 40(11), 9245-9251. https://doi.org/10.1039/c6nj00923a

© 2016 The Royal Society of Chemistry and the Centre National de la Recherche Scientifique. Three novel thiacalix[4]arene receptors 4 a-c each with a 1,3-alternate conformation and possessing two urea moieties linking various phenyl groups substitute... Read More about A study of anion binding behaviour of 1,3-alternate thiacalix[4]arene-based receptors bearing urea moieties.

An unprecedented photochemical reaction for anthracene-containing derivatives (2016)
Journal Article
Zhao, J.-L., Jiang, X.-K., Wu, C., Wang, C.-Z., Zeng, X., Redshaw, C., & Yamato, T. (2016). An unprecedented photochemical reaction for anthracene-containing derivatives. Chemphyschem, 17(20), 3217-3222. https://doi.org/10.1002/cphc.201600783

A series of anthracene-containing derivatives have been synthesised and characterised. The photochemical behaviour of these derivatives have been investigated by 1 H NMR spectroscopy. An unprecedented photolysis reaction for anthracene-containing de... Read More about An unprecedented photochemical reaction for anthracene-containing derivatives.

A novel fluorescence “on–off–on” chemosensor for Hg²⁺ via a water-assistant blocking heavy atom effect (2016)
Journal Article
Wu, C., Zhao, J.-L., Jiang, X.-K., Wang, C.-Z., Ni, X.-L., Zeng, X., Redshaw, C., & Yamato, T. (2016). A novel fluorescence “on–off–on” chemosensor for Hg²⁺ via a water-assistant blocking heavy atom effect. Dalton Transactions : an international journal of inorganic chemistry, 45(38), 14948-14953. https://doi.org/10.1039/c6dt02274j

Upper rim pyrene-functionalized hexahomotrioxacalix[3]arene L was synthesized via Click chemistry, and its fluorescence behaviors toward several common metal cations were investigated. L exhibited a significant fluorescence quenching response to Hg²⁺... Read More about A novel fluorescence “on–off–on” chemosensor for Hg²⁺ via a water-assistant blocking heavy atom effect.