Outputs (40)

Efficient synthesis of 2,5-dicarbonyl derivatives of 3,4-ethylenedithiothiophene (EDTT) via addition-elimination reaction (2017)
Journal Article
Al-jumaili, M. A.-J., & Woodward, S. (2017). Efficient synthesis of 2,5-dicarbonyl derivatives of 3,4-ethylenedithiothiophene (EDTT) via addition-elimination reaction. Tetrahedron, 73(40), https://doi.org/10.1016/j.tet.2017.08.026

Derivatives of 3,4-ethylenedithiothiophene (EDTT) are reported starting from tetrabromothiophene. Selective 2,5-dilithiation followed by reaction with a range of aldehydes gives diols as mixtures of diastereomers. Only the 2 and 5 positions in thioph... Read More about Efficient synthesis of 2,5-dicarbonyl derivatives of 3,4-ethylenedithiothiophene (EDTT) via addition-elimination reaction.

Straightforward synthesis of 2- and 2,8-substituted tetracenes (2017)
Journal Article
Woodward, S., Ackermann, M., Ahirwar, S., Burroughs, L., Robert Garrett, M., Ritchie, J., Shine, J., Tyril, B., Simpson, K., & Woodward, P. (in press). Straightforward synthesis of 2- and 2,8-substituted tetracenes. Chemistry - A European Journal, https://doi.org/10.1002/chem.201701170

A simple regiospecific route to otherwise problematic substituted tetracenes is described. The diverse cores (E)- 1,2-Ar1CH2(HOCH2)C=C(CH2OH)I (Ar1 = Ph, 4-MePh, 4-MeOPh, 4-FPh) and (E)-1,2-I(HOCH2)C=C(CH2OH)I, accessed from ultra-low cost HOCH2C≡CCH... Read More about Straightforward synthesis of 2- and 2,8-substituted tetracenes.

Low-cost and sustainable organic thermoelectrics based on low-dimensional molecular metals (2017)
Journal Article
Huewe, F., Steeger, A., Kostova, K., Burroughs, L., Bauer, I., Strohriegl, P., Dimitrov, V., Woodward, S., & Pflaum, J. (2017). Low-cost and sustainable organic thermoelectrics based on low-dimensional molecular metals. Advanced Materials, 29(13), 1605682. https://doi.org/10.1002/adma.201605682

More than 70 % of the primary energy consumed world-wide is wasted, mostly as heat below 100 °C[1]. Thermoelectric generators may convert a substantial amount of this energy into electrical power but high production costs and scarcity of efficient th... Read More about Low-cost and sustainable organic thermoelectrics based on low-dimensional molecular metals.

Using titanium complexes to defeat cancer: the view from the shoulders of titans (2017)
Journal Article
Cini, M., Bradshaw, T. D., & Woodward, S. (in press). Using titanium complexes to defeat cancer: the view from the shoulders of titans. Chemical Society Reviews, https://doi.org/10.1039/C6CS00860G

When the first titanium complex with anticancer activity was identified in the 1970s, it was attractive, based on the presence of the dichloride unit in TiCl2Cp2 (Cp = η-C5H5)2, to assume its mode of biological action was closely aligned with cisplat... Read More about Using titanium complexes to defeat cancer: the view from the shoulders of titans.

Thin film organic thermoelectric generator based on tetrathiotetracene (2017)
Journal Article
Pudsz, K., Vembris, A., Rutkis, M., & Woodward, S. (in press). Thin film organic thermoelectric generator based on tetrathiotetracene. Advanced Electronic Materials, https://doi.org/10.1002/aelm.201600429

Thin films of p- and n- type organic semiconductors for thermo-electrical (TE) applications are produced by doping of tetrathiotetracene (TTT). To obtain p-type material TTT is doped with iodine during vacuum deposition of thin films or by post-depos... Read More about Thin film organic thermoelectric generator based on tetrathiotetracene.

An efficient synthesis of substituted chrysenes (2016)
Journal Article
Eccleshare, L., Selzer, S., & Woodward, S. (2017). An efficient synthesis of substituted chrysenes. Tetrahedron, 58(5), https://doi.org/10.1016/j.tetlet.2016.12.004

Substituted chrysenes have been swiftly synthesised by the 6-endo-dig cyclisation of ethynylnaphthalenes using platinum(II) chloride. Cyclisation precursors were directly prepared from commercially available 2-bromoaldehydes in a telescoped synthetic... Read More about An efficient synthesis of substituted chrysenes.

Diversification of ortho-fused cycloocta-2,5-dien-1-one cores and 8 to 6-Ring conversion by sigma bond C-C cleavage (2016)
Journal Article
Eccleshare, L., Lozada-Rodriguez, L., Cooper, P., Burroughs, L., Ritchie, J., Lewis, W., & Woodward, S. (in press). Diversification of ortho-fused cycloocta-2,5-dien-1-one cores and 8 to 6-Ring conversion by sigma bond C-C cleavage. Chemistry - A European Journal, 22(35), https://doi.org/10.1002/chem.201601970

Sequential treatment of 2-C6H4Br(CHO) with LiC≡CR1 (R1 = SiMe3, tBu), nBuLi, CuBr∙SMe2 and HC≡CCHClR2 [R2 = Ph, 4-CF3Ph, 3-CNPh, 4-(MeO2C)Ph] at -50 oC leads to formation of an intermediate carbanion (Z)-1,2-C6H4{CA(=O)C≡CBR1}{CH=CH(CH–)R2} (4). Low... Read More about Diversification of ortho-fused cycloocta-2,5-dien-1-one cores and 8 to 6-Ring conversion by sigma bond C-C cleavage.

Efficient preparation of TMSCCl2Br and its use in dichlorocyclopropanation of electron deficient alkenes (2016)
Journal Article
Lee, D. S., Durán-Peña, M. J., Burroughs, L., & Woodward, S. (in press). Efficient preparation of TMSCCl2Br and its use in dichlorocyclopropanation of electron deficient alkenes. Chemistry - A European Journal, 2016(22), https://doi.org/10.1002/chem.201600607

The reaction of excess TMSCl and LiCCl2Br at low temperature is a technically simple high yield route to TMSCCl2Br. The latter is a stable source of the dichlorobromomethide carbanion, which undergoes 1,4-addition with cyclic nitroalkenes and (E)-fum... Read More about Efficient preparation of TMSCCl2Br and its use in dichlorocyclopropanation of electron deficient alkenes.

Understanding anionic Chugaev elimination in pericyclic tetracene formation (2016)
Journal Article
Burroughs, L., Ritchie, J., & Woodward, S. (2016). Understanding anionic Chugaev elimination in pericyclic tetracene formation. Tetrahedron, 72(13), https://doi.org/10.1016/j.tet.2016.02.025

The reaction pathway for the formation of tetracenes from the diols 1,2-C6H4(CHOHC≡CAr)2 , LiHDMS, CS2 and MeI has been modelled by computational methods at the CBS-QB3 level of theory. Comparison of PhCHOC(=S)YCCPh (Y = S- or SMe) indicates a sligh... Read More about Understanding anionic Chugaev elimination in pericyclic tetracene formation.

Enantiopure titanocene complexes: direct evidence for paraptosis in cancer cells (2016)
Journal Article
Cini, M., Williams, H. E. L., Fay, M. W., Searle, M., Woodward, S., & Bradshaw, T. D. (2016). Enantiopure titanocene complexes: direct evidence for paraptosis in cancer cells. Metallomics, https://doi.org/10.1039/C5MT00297D

Tolerated by normal tissues, anti-cancer therapies based on titanium compounds are limited by low efficacy/selectivity and lack of understanding of their mode(s) of action. In vitro antitumour activity and mode of cell death incurred by enantiopure T... Read More about Enantiopure titanocene complexes: direct evidence for paraptosis in cancer cells.