Synthesis and optical characterisation of platinum(II) poly-yne polymers incorporating substituted 1,4-diethynylbenzene derivatives and an investigation of the intermolecular interactions in the diethynylbenzene molecular precursors

M S Khan; M R A Al-Mandhary; M K Al-Suti; T C Corcoran; Y Al-Mahrooqi; J P Attfield; N Feeder; W I F David; K Shankland; R H Friend; A Kohler; E A Marseglia; E Tedesco; C C Tang; P R Raithby; J C Collings; K P Roscoe; A S Batsanov; L M Stimson; T B Marder

doi:10.1039/b206946f

Synthesis and optical characterisation of platinum(II) poly-yne polymers incorporating substituted 1,4-diethynylbenzene derivatives and an investigation of the intermolecular interactions in the diethynylbenzene molecular precursors

M S Khan, M R A Al-Mandhary, M K Al-Suti, T C Corcoran, Y Al-Mahrooqi, J P Attfield, N Feeder, W I F David, K Shankland, R H Friend, A Kohler, E A Marseglia, E Tedesco, C C Tang, P R Raithby, J C Collings, K P Roscoe, A S Batsanov, L M Stimson, T B Marder

Department of Chemistry

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52 Citations (SciVal)

Abstract

A series of 1,4-diethynylbenzene (1) derivatives, H-Cequivalent toC-R-Cequivalent toC-H with R=C6H3NH2 (2), C6H3F(3), C6H2F2-2,5 (4), C6F4 (5), C6H2(OCH3)(2)-2,5 (6) and C6H2 ((OC8H17)-C-n)(2)-2,5 (7) has been synthesised and their crystal structures determined by single crystal (2-5) or powder (6, 7) X-ray diffraction. The Cequivalent toCH...pi(Cequivalent toC) hydrogen bonds dominating structure 1 are gradually replaced by Cequivalent toC-H...F ones with the increase of fluorination (3-->5), or completely replaced by Cequivalent toCH...N and NH...pi(Cequivalent toC) bonds in 2, and Cequivalent toCH...O in 6 and 7. The related platinum-based polymers, trans-[Pt((PBu3)-Bu-n)(2)-Cequivalent toC-R-Cequivalent toC-](n) (R=as above and C6H4,) have been prepared and characterised by spectroscopic methods and thermogravimetry, which show that the amino- and methoxy-derivatives have lowest thermal stability while the fluorinated ones exhibit increasing thermal stability with increasing fluorination. Optical spectroscopic measurements reveal that substituents on the aromatic spacer group do not create strong donor-acceptor interactions along the rigid backbone of the organometallic polymers.

Original language	English
Pages (from-to)	140-149
Number of pages	10
Journal	New Journal of Chemistry
Volume	27
Issue number	1
DOIs	https://doi.org/10.1039/b206946f
Publication status	Published - 2003

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ID number: ISI:000180272200023

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10.1039/b206946f

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Khan, M. S., Al-Mandhary, M. R. A., Al-Suti, M. K., Corcoran, T. C., Al-Mahrooqi, Y., Attfield, J. P., Feeder, N., David, W. I. F., Shankland, K., Friend, R. H., Kohler, A., Marseglia, E. A., Tedesco, E., Tang, C. C., Raithby, P. R., Collings, J. C., Roscoe, K. P., Batsanov, A. S., Stimson, L. M., & Marder, T. B. (2003). Synthesis and optical characterisation of platinum(II) poly-yne polymers incorporating substituted 1,4-diethynylbenzene derivatives and an investigation of the intermolecular interactions in the diethynylbenzene molecular precursors. New Journal of Chemistry, 27(1), 140-149. https://doi.org/10.1039/b206946f

Synthesis and optical characterisation of platinum(II) poly-yne polymers incorporating substituted 1,4-diethynylbenzene derivatives and an investigation of the intermolecular interactions in the diethynylbenzene molecular precursors. / Khan, M S; Al-Mandhary, M R A; Al-Suti, M K et al.
In: New Journal of Chemistry, Vol. 27, No. 1, 2003, p. 140-149.

Research output: Contribution to journal › Article › peer-review

Khan, MS, Al-Mandhary, MRA, Al-Suti, MK, Corcoran, TC, Al-Mahrooqi, Y, Attfield, JP, Feeder, N, David, WIF, Shankland, K, Friend, RH, Kohler, A, Marseglia, EA, Tedesco, E, Tang, CC, Raithby, PR, Collings, JC, Roscoe, KP, Batsanov, AS, Stimson, LM & Marder, TB 2003, 'Synthesis and optical characterisation of platinum(II) poly-yne polymers incorporating substituted 1,4-diethynylbenzene derivatives and an investigation of the intermolecular interactions in the diethynylbenzene molecular precursors', New Journal of Chemistry, vol. 27, no. 1, pp. 140-149. https://doi.org/10.1039/b206946f

Khan MS, Al-Mandhary MRA, Al-Suti MK, Corcoran TC, Al-Mahrooqi Y, Attfield JP et al. Synthesis and optical characterisation of platinum(II) poly-yne polymers incorporating substituted 1,4-diethynylbenzene derivatives and an investigation of the intermolecular interactions in the diethynylbenzene molecular precursors. New Journal of Chemistry. 2003;27(1):140-149. doi: 10.1039/b206946f

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title = "Synthesis and optical characterisation of platinum(II) poly-yne polymers incorporating substituted 1,4-diethynylbenzene derivatives and an investigation of the intermolecular interactions in the diethynylbenzene molecular precursors",

abstract = "A series of 1,4-diethynylbenzene (1) derivatives, H-Cequivalent toC-R-Cequivalent toC-H with R=C6H3NH2 (2), C6H3F(3), C6H2F2-2,5 (4), C6F4 (5), C6H2(OCH3)(2)-2,5 (6) and C6H2 ((OC8H17)-C-n)(2)-2,5 (7) has been synthesised and their crystal structures determined by single crystal (2-5) or powder (6, 7) X-ray diffraction. The Cequivalent toCH...pi(Cequivalent toC) hydrogen bonds dominating structure 1 are gradually replaced by Cequivalent toC-H...F ones with the increase of fluorination (3-->5), or completely replaced by Cequivalent toCH...N and NH...pi(Cequivalent toC) bonds in 2, and Cequivalent toCH...O in 6 and 7. The related platinum-based polymers, trans-[Pt((PBu3)-Bu-n)(2)-Cequivalent toC-R-Cequivalent toC-](n) (R=as above and C6H4,) have been prepared and characterised by spectroscopic methods and thermogravimetry, which show that the amino- and methoxy-derivatives have lowest thermal stability while the fluorinated ones exhibit increasing thermal stability with increasing fluorination. Optical spectroscopic measurements reveal that substituents on the aromatic spacer group do not create strong donor-acceptor interactions along the rigid backbone of the organometallic polymers.",

author = "Khan, {M S} and Al-Mandhary, {M R A} and Al-Suti, {M K} and Corcoran, {T C} and Y Al-Mahrooqi and Attfield, {J P} and N Feeder and David, {W I F} and K Shankland and Friend, {R H} and A Kohler and Marseglia, {E A} and E Tedesco and Tang, {C C} and Raithby, {P R} and Collings, {J C} and Roscoe, {K P} and Batsanov, {A S} and Stimson, {L M} and Marder, {T B}",

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T1 - Synthesis and optical characterisation of platinum(II) poly-yne polymers incorporating substituted 1,4-diethynylbenzene derivatives and an investigation of the intermolecular interactions in the diethynylbenzene molecular precursors

AU - Khan, M S

AU - Al-Mandhary, M R A

AU - Al-Suti, M K

AU - Corcoran, T C

AU - Al-Mahrooqi, Y

AU - Attfield, J P

AU - Feeder, N

AU - David, W I F

AU - Shankland, K

AU - Friend, R H

AU - Kohler, A

AU - Marseglia, E A

AU - Tedesco, E

AU - Tang, C C

AU - Raithby, P R

AU - Collings, J C

AU - Roscoe, K P

AU - Batsanov, A S

AU - Stimson, L M

AU - Marder, T B

N1 - ID number: ISI:000180272200023

PY - 2003

Y1 - 2003

N2 - A series of 1,4-diethynylbenzene (1) derivatives, H-Cequivalent toC-R-Cequivalent toC-H with R=C6H3NH2 (2), C6H3F(3), C6H2F2-2,5 (4), C6F4 (5), C6H2(OCH3)(2)-2,5 (6) and C6H2 ((OC8H17)-C-n)(2)-2,5 (7) has been synthesised and their crystal structures determined by single crystal (2-5) or powder (6, 7) X-ray diffraction. The Cequivalent toCH...pi(Cequivalent toC) hydrogen bonds dominating structure 1 are gradually replaced by Cequivalent toC-H...F ones with the increase of fluorination (3-->5), or completely replaced by Cequivalent toCH...N and NH...pi(Cequivalent toC) bonds in 2, and Cequivalent toCH...O in 6 and 7. The related platinum-based polymers, trans-[Pt((PBu3)-Bu-n)(2)-Cequivalent toC-R-Cequivalent toC-](n) (R=as above and C6H4,) have been prepared and characterised by spectroscopic methods and thermogravimetry, which show that the amino- and methoxy-derivatives have lowest thermal stability while the fluorinated ones exhibit increasing thermal stability with increasing fluorination. Optical spectroscopic measurements reveal that substituents on the aromatic spacer group do not create strong donor-acceptor interactions along the rigid backbone of the organometallic polymers.

AB - A series of 1,4-diethynylbenzene (1) derivatives, H-Cequivalent toC-R-Cequivalent toC-H with R=C6H3NH2 (2), C6H3F(3), C6H2F2-2,5 (4), C6F4 (5), C6H2(OCH3)(2)-2,5 (6) and C6H2 ((OC8H17)-C-n)(2)-2,5 (7) has been synthesised and their crystal structures determined by single crystal (2-5) or powder (6, 7) X-ray diffraction. The Cequivalent toCH...pi(Cequivalent toC) hydrogen bonds dominating structure 1 are gradually replaced by Cequivalent toC-H...F ones with the increase of fluorination (3-->5), or completely replaced by Cequivalent toCH...N and NH...pi(Cequivalent toC) bonds in 2, and Cequivalent toCH...O in 6 and 7. The related platinum-based polymers, trans-[Pt((PBu3)-Bu-n)(2)-Cequivalent toC-R-Cequivalent toC-](n) (R=as above and C6H4,) have been prepared and characterised by spectroscopic methods and thermogravimetry, which show that the amino- and methoxy-derivatives have lowest thermal stability while the fluorinated ones exhibit increasing thermal stability with increasing fluorination. Optical spectroscopic measurements reveal that substituents on the aromatic spacer group do not create strong donor-acceptor interactions along the rigid backbone of the organometallic polymers.

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DO - 10.1039/b206946f

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