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Acenaphtho[5,6-cd]-1,2-dichalcogenoles and their platinum complexes

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Acenaphtho[5,6-cd]-1,2-dichalcogenoles and their platinum complexes. / Diamond, Louise; Knight, Fergus Ross; Cordes, David Bradford; Ward, Andrew Christopher Clifford; Slawin, Alexandra Martha Zoya; Woollins, J Derek.

In: Polyhedron, Vol. 85, 08.01.2015, p. 395-404.

Research output: Contribution to journalArticlepeer-review

Harvard

Diamond, L, Knight, FR, Cordes, DB, Ward, ACC, Slawin, AMZ & Woollins, JD 2015, 'Acenaphtho[5,6-cd]-1,2-dichalcogenoles and their platinum complexes', Polyhedron, vol. 85, pp. 395-404. https://doi.org/10.1016/j.poly.2014.08.046

APA

Diamond, L., Knight, F. R., Cordes, D. B., Ward, A. C. C., Slawin, A. M. Z., & Woollins, J. D. (2015). Acenaphtho[5,6-cd]-1,2-dichalcogenoles and their platinum complexes. Polyhedron, 85, 395-404. https://doi.org/10.1016/j.poly.2014.08.046

Vancouver

Diamond L, Knight FR, Cordes DB, Ward ACC, Slawin AMZ, Woollins JD. Acenaphtho[5,6-cd]-1,2-dichalcogenoles and their platinum complexes. Polyhedron. 2015 Jan 8;85:395-404. https://doi.org/10.1016/j.poly.2014.08.046

Author

Diamond, Louise ; Knight, Fergus Ross ; Cordes, David Bradford ; Ward, Andrew Christopher Clifford ; Slawin, Alexandra Martha Zoya ; Woollins, J Derek. / Acenaphtho[5,6-cd]-1,2-dichalcogenoles and their platinum complexes. In: Polyhedron. 2015 ; Vol. 85. pp. 395-404.

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@article{322f3d6bc4684ca6a410671b38a1b212,
title = "Acenaphtho[5,6-cd]-1,2-dichalcogenoles and their platinum complexes",
abstract = "A related series of bis(phosphine) platinum complexes 1–5 and 6–8 bearing dichalcogenate acenaphthylene ligands have been synthesised. The chalcogen–chalcogen bonds in the parent acenaphtho[5,6-cd]-1,2-dichalcogenoles (AcenapylE2; L1 E = S, L2 E = Se; Acenapyl = acenaphthylene-5,6-diyl) were reduced with two equivalents of lithium triethylborohydride to form the dilithio-species. Metathetical addition of the lithium dichalcogenate species to a suspension of the appropriate cis-dichlorobis(phosphine)platinum in THF resulted in the formation of platinum(II) complexes [Pt(5,6-AcenapylE2)(PR3)2] (1 E = S, R3 = Ph3; 2 E = S, R3 = Ph2Me; 3 E = S, R3 = PhMe2; 4 E = S, R3 = Me3; 6 E = Se, R3 = Ph3; 7 E = Se, R3 = Ph2Me; 8 E = Se, R3 = PhMe2). The dilithio-species of L1 and L2 were also reacted with (1,5-cyclooctadiene)platinum(II) dichloride. This reaction was successful with L1 resulting in the formation of platinum complex [Pt(5,6-AcenapylS2)(COD)] (5). Complexes 1–3 and 5–8 have been fully characterised, principally by multinuclear magnetic resonance spectroscopy, IR and MS. Secondary isotopomer effects create complex satellite systems observed in both the 31P{1H} NMR and 77Se NMR spectra of selenium complexes 6–8. X-ray structures were determined for L1, 1, 3 and 6 and analysed, where appropriate, by measuring the peri-distance, splay angle magnitude, peri-atom displacement, central naphthalene ring torsions and the geometry around the platinum centre. Platinum was found to adopt a distorted square-planar geometry in all three complexes. Complex 1 was found to have the greatest molecular distortion of all three complexes, showing that changing the phosphine group and also the chalcogen has a noticeable effect. Comparisons were made between 6 and our previously reported [Pt(NapSe2)(PPh3)2] and [Pt(AcenapSe2)(PPh3)2] complexes; the level of distortion was found to decrease as the backbone is altered from naphthalene to acenaphthylene.",
keywords = "Chalcogen, Acenaphthylene, Platinum, X-ray structure, Coordination complex",
author = "Louise Diamond and Knight, {Fergus Ross} and Cordes, {David Bradford} and Ward, {Andrew Christopher Clifford} and Slawin, {Alexandra Martha Zoya} and Woollins, {J Derek}",
note = "The work in this project was supported by the Engineering and Physical Sciences Research Council (EPSRC).",
year = "2015",
month = jan,
day = "8",
doi = "10.1016/j.poly.2014.08.046",
language = "English",
volume = "85",
pages = "395--404",
journal = "Polyhedron",
issn = "0277-5387",
publisher = "Elsevier",

}

RIS (suitable for import to EndNote) - Download

TY - JOUR

T1 - Acenaphtho[5,6-cd]-1,2-dichalcogenoles and their platinum complexes

AU - Diamond, Louise

AU - Knight, Fergus Ross

AU - Cordes, David Bradford

AU - Ward, Andrew Christopher Clifford

AU - Slawin, Alexandra Martha Zoya

AU - Woollins, J Derek

N1 - The work in this project was supported by the Engineering and Physical Sciences Research Council (EPSRC).

PY - 2015/1/8

Y1 - 2015/1/8

N2 - A related series of bis(phosphine) platinum complexes 1–5 and 6–8 bearing dichalcogenate acenaphthylene ligands have been synthesised. The chalcogen–chalcogen bonds in the parent acenaphtho[5,6-cd]-1,2-dichalcogenoles (AcenapylE2; L1 E = S, L2 E = Se; Acenapyl = acenaphthylene-5,6-diyl) were reduced with two equivalents of lithium triethylborohydride to form the dilithio-species. Metathetical addition of the lithium dichalcogenate species to a suspension of the appropriate cis-dichlorobis(phosphine)platinum in THF resulted in the formation of platinum(II) complexes [Pt(5,6-AcenapylE2)(PR3)2] (1 E = S, R3 = Ph3; 2 E = S, R3 = Ph2Me; 3 E = S, R3 = PhMe2; 4 E = S, R3 = Me3; 6 E = Se, R3 = Ph3; 7 E = Se, R3 = Ph2Me; 8 E = Se, R3 = PhMe2). The dilithio-species of L1 and L2 were also reacted with (1,5-cyclooctadiene)platinum(II) dichloride. This reaction was successful with L1 resulting in the formation of platinum complex [Pt(5,6-AcenapylS2)(COD)] (5). Complexes 1–3 and 5–8 have been fully characterised, principally by multinuclear magnetic resonance spectroscopy, IR and MS. Secondary isotopomer effects create complex satellite systems observed in both the 31P{1H} NMR and 77Se NMR spectra of selenium complexes 6–8. X-ray structures were determined for L1, 1, 3 and 6 and analysed, where appropriate, by measuring the peri-distance, splay angle magnitude, peri-atom displacement, central naphthalene ring torsions and the geometry around the platinum centre. Platinum was found to adopt a distorted square-planar geometry in all three complexes. Complex 1 was found to have the greatest molecular distortion of all three complexes, showing that changing the phosphine group and also the chalcogen has a noticeable effect. Comparisons were made between 6 and our previously reported [Pt(NapSe2)(PPh3)2] and [Pt(AcenapSe2)(PPh3)2] complexes; the level of distortion was found to decrease as the backbone is altered from naphthalene to acenaphthylene.

AB - A related series of bis(phosphine) platinum complexes 1–5 and 6–8 bearing dichalcogenate acenaphthylene ligands have been synthesised. The chalcogen–chalcogen bonds in the parent acenaphtho[5,6-cd]-1,2-dichalcogenoles (AcenapylE2; L1 E = S, L2 E = Se; Acenapyl = acenaphthylene-5,6-diyl) were reduced with two equivalents of lithium triethylborohydride to form the dilithio-species. Metathetical addition of the lithium dichalcogenate species to a suspension of the appropriate cis-dichlorobis(phosphine)platinum in THF resulted in the formation of platinum(II) complexes [Pt(5,6-AcenapylE2)(PR3)2] (1 E = S, R3 = Ph3; 2 E = S, R3 = Ph2Me; 3 E = S, R3 = PhMe2; 4 E = S, R3 = Me3; 6 E = Se, R3 = Ph3; 7 E = Se, R3 = Ph2Me; 8 E = Se, R3 = PhMe2). The dilithio-species of L1 and L2 were also reacted with (1,5-cyclooctadiene)platinum(II) dichloride. This reaction was successful with L1 resulting in the formation of platinum complex [Pt(5,6-AcenapylS2)(COD)] (5). Complexes 1–3 and 5–8 have been fully characterised, principally by multinuclear magnetic resonance spectroscopy, IR and MS. Secondary isotopomer effects create complex satellite systems observed in both the 31P{1H} NMR and 77Se NMR spectra of selenium complexes 6–8. X-ray structures were determined for L1, 1, 3 and 6 and analysed, where appropriate, by measuring the peri-distance, splay angle magnitude, peri-atom displacement, central naphthalene ring torsions and the geometry around the platinum centre. Platinum was found to adopt a distorted square-planar geometry in all three complexes. Complex 1 was found to have the greatest molecular distortion of all three complexes, showing that changing the phosphine group and also the chalcogen has a noticeable effect. Comparisons were made between 6 and our previously reported [Pt(NapSe2)(PPh3)2] and [Pt(AcenapSe2)(PPh3)2] complexes; the level of distortion was found to decrease as the backbone is altered from naphthalene to acenaphthylene.

KW - Chalcogen

KW - Acenaphthylene

KW - Platinum

KW - X-ray structure

KW - Coordination complex

UR - http://www.sciencedirect.com/science/article/pii/S0277538714005695#appd001

U2 - 10.1016/j.poly.2014.08.046

DO - 10.1016/j.poly.2014.08.046

M3 - Article

VL - 85

SP - 395

EP - 404

JO - Polyhedron

JF - Polyhedron

SN - 0277-5387

ER -

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