Vanadyl complexes bearing bi-dentate phenoxyimine ligands: Synthesis, structural studies and ethylene polymerization capability

Ma, Jing; Zhao, Ke-Qing; Walton, Mark J.; Wright, Joseph A.; Frese, Josef W. A.; Elsegood, Mark R. J.; Xing, Qifeng; Sun, Wen-Hua; Redshaw, Carl

doi:10.1039/c4dt00021h

Iron(III) bromide catalyzed bromination of 2-tert-butylpyrene and corresponding position-dependent aryl-functionalized pyrene derivatives (2014)
Journal Article
Feng, X., Hu, J.-Y., Tomiyasu, H., Tao, Z., Redshaw, C., Elsegood, M. R. J., Horsburgh, L., Teat, S. J., Wei, X.-F., & Yamato, T. (2014). Iron(III) bromide catalyzed bromination of 2-tert-butylpyrene and corresponding position-dependent aryl-functionalized pyrene derivatives. RSC advances, 5(12), 8835-8848. https://doi.org/10.1039/C4RA12216J

The present work probes the bromination mechanism of 2-tert-butylpyrene (1), which regioselectively affords mono-, di-, tri- and tetra-bromopyrenes, by theoretical calculation and detailed experimental methods. The bromine atom may be directed to the... Read More about Iron(III) bromide catalyzed bromination of 2-tert-butylpyrene and corresponding position-dependent aryl-functionalized pyrene derivatives.

Zinc calixarene complexes for the ring opening polymerization of cyclic esters (2014)
Journal Article
Lancaster, S. J., Walton, M. J., Wright, J. A., Elsegood, M. R. J., & Redshaw, C. (2014). Zinc calixarene complexes for the ring opening polymerization of cyclic esters. Dalton Transactions : an international journal of inorganic chemistry, 43(48), 18001-18009. https://doi.org/10.1039/c4dt02226b

Reaction of Zn(C₆F₅)₂·toluene (two equivalents) with 1,3-dipropoxy-p-tert-butyl-calix[4]arene (L¹H₂) led to the isolation of the complex [{Zn(C₆F₅)}₂L¹] (1), whilst similar use of Zn(Me)₂ resulted in the known complex [{Zn(Me)}₂L¹] (2). Treatment of... Read More about Zinc calixarene complexes for the ring opening polymerization of cyclic esters.

Synthesis and evaluation of a novel ionophore based on a thiacalix[4]arene derivative bearing imidazole units (2014)
Journal Article
Zhao, J. L., Tomiyasu, H., Ni, X.-L., Zeng, X., Elsegood, M. R. J., Redshaw, C., Rahman, S., Georghiou, P. E., & Yamato, T. (2014). Synthesis and evaluation of a novel ionophore based on a thiacalix[4]arene derivative bearing imidazole units. New journal of chemistry = Nouveau journal de chimie, 38(12), 6041-6049. https://doi.org/10.1039/c4nj01099j

O-Alkylation of the flexible thiacalix[4]arene 1 with 2-chloromethyl-1-methyl-1H-imidazole 2 in the presence of Na₂CO₃ or K₂CO₃ afforded mono-O-alkylation product 3 in 29–51% yield, along with recovery of the starting compound. In contrast, the same... Read More about Synthesis and evaluation of a novel ionophore based on a thiacalix[4]arene derivative bearing imidazole units.

Tri- and tetra-dentate imine vanadyl complexes: synthesis, structure and ethylene polymerization/ring opening polymerization capability (2014)
Journal Article
Ma, J., Zhao, K.-Q., Walton, M., Wright, J. A., Hughes, D. L., Elsegood, M. R. J., Michiue, K., Sun, X., & Redshaw, C. (2014). Tri- and tetra-dentate imine vanadyl complexes: synthesis, structure and ethylene polymerization/ring opening polymerization capability. Dalton Transactions : an international journal of inorganic chemistry, 43(44), 16698-16706. https://doi.org/10.1039/c4dt01448k

Reaction of the ligand 2,4-tert-butyl-6-[(2-methylquinolin-8-ylimino)methyl]phenol (L¹H) with [VOCl₃] in the presence of triethylamine afforded the complex [VOCl₂L¹] (1), whereas use of [VO(OnPr)₃] led to the isolation of [VO₂L¹] (2) or [VO₂L¹]·2/3Me... Read More about Tri- and tetra-dentate imine vanadyl complexes: synthesis, structure and ethylene polymerization/ring opening polymerization capability.

The amidine based colorimetric sensor for Fe³⁺, Fe²⁺, and Cu²⁺ in aqueous medium (2014)
Journal Article
Nandre, J., Patil, S., Patil, P., Sahoo, S., Redshaw, C., Mahulikar, P., & Patil, U. (2014). The amidine based colorimetric sensor for Fe³⁺, Fe²⁺, and Cu²⁺ in aqueous medium. Journal of fluorescence, 24(6), 1563-1570. https://doi.org/10.1007/s10895-014-1438-4

An amidine based chemosensor AM-1 was synthesized and characterized by various spectroscopic (FT-IR, 1H-NMR and mass) data and elemental analyses. Sensor AM-1 exhibited high selectivity and sensitivity towards Fe³⁺, Fe²⁺ and Cu²⁺ in the presence of o... Read More about The amidine based colorimetric sensor for Fe³⁺, Fe²⁺, and Cu²⁺ in aqueous medium.

Positive allosteric binding behavior of pyrene-appended triazole-modified thiacalix[4]arene-based fluorescent receptors (2014)
Journal Article
Tomiyasu, H., Shigyo, N., Ni, X.-L., Zeng, X., Redshaw, C., & Yamato, T. (2014). Positive allosteric binding behavior of pyrene-appended triazole-modified thiacalix[4]arene-based fluorescent receptors. Tetrahedron, 70(43), 7893-7899. https://doi.org/10.1016/j.tet.2014.08.068

The novel heteroditopic receptors 5a∼c have been synthesized, which bear a thiacalix[4]arene in the 1,3-alternate conformation. Two urea moieties possessing various aryl groups with either electron-donating or -withdrawing groups at their p-positions... Read More about Positive allosteric binding behavior of pyrene-appended triazole-modified thiacalix[4]arene-based fluorescent receptors.

A convenient tandem one-pot synthesis of donor-acceptor-type triphenylene 2,3-dicarboxylic esters from diarylacetylene (2014)
Journal Article
Feng, C., Tian, X.-L., Zhou, J., Xiang, S.-K., Yu, W.-H., Wang, B.-Q., Hu, P., Redshaw, C., & Zhao, K.-Q. (2014). A convenient tandem one-pot synthesis of donor-acceptor-type triphenylene 2,3-dicarboxylic esters from diarylacetylene. Organic & biomolecular chemistry, 12(36), 6977-6981. https://doi.org/10.1039/c4ob01503g

A tandem one-pot method for the direct synthesis of polysubstituted triphenylene 2,3-dicarboxylic esters with different substitution patterns was developed by enyne metathesis of diarylacetylene, followed by Diels–Alder, aromatization and a cyclizati... Read More about A convenient tandem one-pot synthesis of donor-acceptor-type triphenylene 2,3-dicarboxylic esters from diarylacetylene.

Ethyleneglycol tungsten complexes of calix[6 and 8]arenes: Synthesis, characterization and ROP of ε-caprolactone (2014)
Journal Article
Li, Y., Zhao, K.-Q., Feng, C., Elsegood, M. R., Prior, T. J., Sun, X., & Redshaw, C. (2014). Ethyleneglycol tungsten complexes of calix[6 and 8]arenes: Synthesis, characterization and ROP of ε-caprolactone. Dalton Transactions : an international journal of inorganic chemistry, 43(36), 13612-13619. https://doi.org/10.1039/c4dt01936a

By varying the reaction conditions, the reaction of [W(eg)₃] (eg = 1,2-ethanediolato) with p-tert-butylcalix[n]areneHn (n = 6 or 8) in refluxing toluene affords, following work-up, a number of products which have been fully characterized. From the re... Read More about Ethyleneglycol tungsten complexes of calix[6 and 8]arenes: Synthesis, characterization and ROP of ε-caprolactone.

Rhodamine-triazine based probes for Cu²⁺ in aqueous media and living cells (2014)
Journal Article
Zhang, Y., Zeng, X., Mu, L., Chen, Y., Zhang, J.-X., Redshaw, C., & Wei, G. (2014). Rhodamine-triazine based probes for Cu²⁺ in aqueous media and living cells. Sensors and actuators. B, Chemical, 204(December), 24-30. https://doi.org/10.1016/j.snb.2014.06.125

The performance of a number of rhodamine-triazine derivatives（probe R1~R4) which utilize rhodamine as the ﬂuorophore with cyanuric chloride as the molecular platform have been evaluated. Spectroscopic analysis revealed that differing structural subs... Read More about Rhodamine-triazine based probes for Cu²⁺ in aqueous media and living cells.

A reversible and visible colorimetric/fluorescent chemosensor for Al³⁺+ and F⁻ ions with a Large Stoke's shift (2014)
Journal Article
Redshaw, C., Li, J., Mu, L., Wei, G., Zeng, X., & Zhao, Y.-H. (2014). A reversible and visible colorimetric/fluorescent chemosensor for Al³⁺+ and F⁻ ions with a Large Stoke's shift. Sensors and actuators. B, Chemical, 204(December), 450-458. https://doi.org/10.1016/j.snb.2014.07.048

A quinoline-vinyl-dihydroxylphenyl linkage comprising a donor-π-bridge-acceptor structural motif, in which the quinoline serves as an electron-withdrawing core, has been synthesized and used as a fluorescent sensor (2) for the recognition of Al³⁺+ an... Read More about A reversible and visible colorimetric/fluorescent chemosensor for Al³⁺+ and F⁻ ions with a Large Stoke's shift.

Synthesis and inclusion behavior of a heterotritopic receptor based on hexahomotrioxacalix[3]arene (2014)
Journal Article
Jin, C.-C., Cong, H., Ni, X.-L., Zeng, X., Redshaw, C., & Yamato, T. (2014). Synthesis and inclusion behavior of a heterotritopic receptor based on hexahomotrioxacalix[3]arene. RSC advances, 4(59), 31469-31475. https://doi.org/10.1039/c4ra04566a

A heterotritopic hexahomotrioxacalix[3]arene receptor with the capability of binding two alkali metals and a transition metal in a cooperative fashion was synthesized. The binding model was investigated by using ¹H NMR titration experiments in CDCl₃–... Read More about Synthesis and inclusion behavior of a heterotritopic receptor based on hexahomotrioxacalix[3]arene.

Direct evidence of a blocking heavy atom effect on the water-assisted fluorescence enhancement detection of Hg²⁺ based on a ratiometric chemosensor (2014)
Journal Article
Redshaw, C., Ni, X.-L., Wu, Y., & Yamato, T. (2014). Direct evidence of a blocking heavy atom effect on the water-assisted fluorescence enhancement detection of Hg²⁺ based on a ratiometric chemosensor. Dalton Transactions : an international journal of inorganic chemistry, 43(33), 12633-12638. https://doi.org/10.1039/c4dt01310g

At the current stage of chemosensor chemistry, the critical question now is whether the heavy atom effect caused by HTM ions can be blocked or avoided. In the present work, we provide unequivocal evidence to confirm that the heavy atom effect of Hg²⁺... Read More about Direct evidence of a blocking heavy atom effect on the water-assisted fluorescence enhancement detection of Hg²⁺ based on a ratiometric chemosensor.

A novel fluorescent "turn-on" chemosensor for nanomolar detection of Fe(III) from aqueous solution and its application in living cells imaging (2014)
Journal Article
Nandre, J., Patil, S., Patil, V., Yu, F., Chen, L., Sahoo, S., Prior, T., Redshaw, C., Mahulikar, P., & Patil, U. (2014). A novel fluorescent "turn-on" chemosensor for nanomolar detection of Fe(III) from aqueous solution and its application in living cells imaging. Biosensors & bioelectronics, 61(November), 612-617. https://doi.org/10.1016/j.bios.2014.06.017

An electronically active and spectral sensitive fluorescent “turn-on” chemosensor (BTP-1) based on the benzo-thiazolo-pyrimidine unit was designed and synthesized for the highly selective and sensitive detection of Fe³⁺ from aqueous medium. With Fe³⁺... Read More about A novel fluorescent "turn-on" chemosensor for nanomolar detection of Fe(III) from aqueous solution and its application in living cells imaging.

Highly selective and immortal magnesium calixarene complexes for the ring-opening polymerization of rac-lactide (2014)
Journal Article
Walton, M. J., Lancaster, S. J., & Redshaw, C. (2014). Highly selective and immortal magnesium calixarene complexes for the ring-opening polymerization of rac-lactide. ChemCatChem, 6(7), 1892-1898. https://doi.org/10.1002/cctc.201402041

The lithiation of 1,3-dipropoxy-p-tert-butylcalix[4]arene (LH₂) followed by reaction with nBuMgBr in THF resulted in the formation of the hetero-bimetallic complex [Li(THF)Mg(nBu)L] (1). By contrast, the treatment of tripropoxy-p-tert-butylcalix[4]ar... Read More about Highly selective and immortal magnesium calixarene complexes for the ring-opening polymerization of rac-lactide.

Organoaluminium complexes of ortho-, meta-, para-anisidines: synthesis, structural studies and ROP of ε-caprolactone (and rac-lactide) (2014)
Journal Article
Li, Y., Zhao, K.-Q., Elsegood, M. R. J., Prior, T. J., Sun, X., Mo, S., & Redshaw, C. (2014). Organoaluminium complexes of ortho-, meta-, para-anisidines: synthesis, structural studies and ROP of ε-caprolactone (and rac-lactide). Catalysis science & technology, 4(9), 3025-3031. https://doi.org/10.1039/c4cy00624k

Reaction of Me₃Al (two equivalents) with ortho-, meta- or para-anisidine, (OMe)(NH₂)C₆H₄, affords the complexes {[1,2-(OMe),NC₆H₄(μ-Me₂Al)](μ-Me₂Al)}₂ (1), [1,3-(Me₃AlOMe),NHC₆H₄(μ-Me₂Al)]2 (2) or [1,4-(Me₃AlOMe),NHC₆H₄(μ-Me₂Al)]₂ (3), respectively.... Read More about Organoaluminium complexes of ortho-, meta-, para-anisidines: synthesis, structural studies and ROP of ε-caprolactone (and rac-lactide).

A study of allosteric binding behaviour of a 1,3-alternate thiacalix[4]arene-based receptor using fluorescence signal (2014)
Journal Article
Tomiyasu, H., Jin, C.-C., Ni, X.-L., Zeng, X., Redshaw, C., & Yamato, T. (2014). A study of allosteric binding behaviour of a 1,3-alternate thiacalix[4]arene-based receptor using fluorescence signal. Organic & biomolecular chemistry, 12(27), 4917-4923. https://doi.org/10.1039/c4ob00551a

A novel heteroditopic thiacalix[4]arene receptor L possessing 1,3-alternate conformation, which contains two pyrene moieties attached to the lower rim via urea linkages together with a crown ether moiety appended at the opposite side of the thiacalix... Read More about A study of allosteric binding behaviour of a 1,3-alternate thiacalix[4]arene-based receptor using fluorescence signal.

Chromium complex pre-catalysts in ethylene oligomerization/polymerization (2014)
Journal Article
Katla, V., Du, S., Redshaw, C., & Sun, W.-H. (2014). Chromium complex pre-catalysts in ethylene oligomerization/polymerization. Review of catalysts, 1(1), 1-14. https://doi.org/10.18488/journal.96.2014.11.1.14

Recent progress of chromium complex pre-catalysts in ethylene oligomerization and polymerization is reviewed herein. As well as the well-established trimerization of ethylene by chromium catalytic systems, such pre-catalysts have more generally been... Read More about Chromium complex pre-catalysts in ethylene oligomerization/polymerization.

Synthesis, characterization and ethylene polymerization behaviour of binuclear nickel halides bearing 4,5,9,10-tetra(arylimino)pyrenylidenes (2014)
Journal Article
Xing, Q., Song, K., Liang, T., Liu, Q., Sun, W.-H., & Redshaw, C. (2014). Synthesis, characterization and ethylene polymerization behaviour of binuclear nickel halides bearing 4,5,9,10-tetra(arylimino)pyrenylidenes. Dalton Transactions : an international journal of inorganic chemistry, 43(21), 7830-7837. https://doi.org/10.1039/c4dt00503a

Pyrene-4,5,9,10-tetraone was prepared via the oxidation of pyrene, and reacted with various anilines to afford a series of 4,5,9,10-tetra(arylimino)pyrenylidene derivatives (L1–L4). The tetraimino-pyrene compounds L1 and L2 were reacted with two equi... Read More about Synthesis, characterization and ethylene polymerization behaviour of binuclear nickel halides bearing 4,5,9,10-tetra(arylimino)pyrenylidenes.

Selective ethylene trimerization by titanium complexes bearing phenoxy-imine ligands: NMR and EPR Spectroscopic studies of the reaction intermediates (2014)
Journal Article
Soshnikov, I. E., Semikolenova, N. V., Ma, J., Zhao, K.-Q., Zakharov, V. A., Bryliakov, K. P., Redshaw, C., & Talsi, E. P. (2014). Selective ethylene trimerization by titanium complexes bearing phenoxy-imine ligands: NMR and EPR Spectroscopic studies of the reaction intermediates. Organometallics, 33(6), 1431-1439. https://doi.org/10.1021/om500017r

The catalyst systems (FI)TiCl₃/MAO (FI = phenoxyimine ligand with an additional aryl–O–CH₃ donor) display exceptionally high activity in selective ethylene trimerization. By means of NMR and EPR spectroscopy, the nature of the Ti species formed in th... Read More about Selective ethylene trimerization by titanium complexes bearing phenoxy-imine ligands: NMR and EPR Spectroscopic studies of the reaction intermediates.

Vanadyl complexes bearing bi-dentate phenoxyimine ligands: Synthesis, structural studies and ethylene polymerization capability (2014)
Journal Article
Ma, J., Zhao, K.-Q., Walton, M. J., Wright, J. A., Frese, J. W. A., Elsegood, M. R. J., Xing, Q., Sun, W.-H., & Redshaw, C. (2014). Vanadyl complexes bearing bi-dentate phenoxyimine ligands: Synthesis, structural studies and ethylene polymerization capability. Dalton Transactions : an international journal of inorganic chemistry, 43(22), 8300-8310. https://doi.org/10.1039/c4dt00021h

Reaction of [VO(OnPr)₃] with the Schiff bases 3,5-(tBu)₂-2-OH-C₆H₂CH(N(x-OR-C₆H₄)) (R = Me; x = 2, L¹H; x = 3, L²H; x = 4, L³H; R = Et (L⁴H), CF₃ (L⁵H), Ph (L⁶H)) or 4-methyl-3-(R)-2-(OH)-C₆H₄C=N(2′-(2′′-(OR₁)C₆H₄)C₆H₄) (R = adamantyl, R¹ = Ph (L⁷H)... Read More about Vanadyl complexes bearing bi-dentate phenoxyimine ligands: Synthesis, structural studies and ethylene polymerization capability.

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