Cubic nonlinear optical properties of new zinc tetraphenyl porphyrins peripherally functionalized with electron-rich Ru(II) alkynyl substituents

Samuel Drouet; Areej Merhi; Dandan Yao; Marie P. Cifuentes; Mark G. Humphrey; Malgorzata Wielgus; Joanna Olesiak-Banska; Katarzyna Matczyszyn; Marek Samoc; Frédéric Paul; Christine O. Paul-Roth

doi:10.1016/j.tet.2012.09.108

Cubic nonlinear optical properties of new zinc tetraphenyl porphyrins peripherally functionalized with electron-rich Ru(II) alkynyl substituents

Samuel Drouet, Areej Merhi, Dandan Yao, Marie P. Cifuentes, Mark G. Humphrey^*, Malgorzata Wielgus, Joanna Olesiak-Banska, Katarzyna Matczyszyn, Marek Samoc, Frédéric Paul, Christine O. Paul-Roth

^*Corresponding author for this work

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

32 Citations (Scopus)

Abstract

We report the synthesis and characterization of new organometallic assemblies consisting of a central Zn(II) tetraphenylporphyrin (ZnTPP) core surrounded by four Ru(II) alkynyl complexes (trans-Ru(dppe)₂R) appended at the para phenyl positions and acting as peripheral donor groups. The synthesis of the tetra-chlorido derivative 2 (R=Cl) is reported first, followed by that of three extended homologues (3-X) obtained from this building block by substitution of the chlorido ligands by functionalized arylacetylenes (R=CC(4-C₆H₄X); X=NO₂, H, OMe). Measurement of the nonlinear absorption properties of the pentametallic derivatives 3-X reveals that these extended π-networks incorporating polarizable organometallic units behave as good two-photon absorbers in the visible and near-IR range.

Original language	English
Pages (from-to)	10351-10359
Number of pages	9
Journal	Tetrahedron
Volume	68
Issue number	50
DOIs	https://doi.org/10.1016/j.tet.2012.09.108
Publication status	Published - 16 Dec 2012

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Drouet, S., Merhi, A., Yao, D., Cifuentes, M. P., Humphrey, M. G., Wielgus, M., Olesiak-Banska, J., Matczyszyn, K., Samoc, M., Paul, F., & Paul-Roth, C. O. (2012). Cubic nonlinear optical properties of new zinc tetraphenyl porphyrins peripherally functionalized with electron-rich Ru(II) alkynyl substituents. Tetrahedron, 68(50), 10351-10359. https://doi.org/10.1016/j.tet.2012.09.108

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title = "Cubic nonlinear optical properties of new zinc tetraphenyl porphyrins peripherally functionalized with electron-rich Ru(II) alkynyl substituents",

abstract = "We report the synthesis and characterization of new organometallic assemblies consisting of a central Zn(II) tetraphenylporphyrin (ZnTPP) core surrounded by four Ru(II) alkynyl complexes (trans-Ru(dppe)2R) appended at the para phenyl positions and acting as peripheral donor groups. The synthesis of the tetra-chlorido derivative 2 (R=Cl) is reported first, followed by that of three extended homologues (3-X) obtained from this building block by substitution of the chlorido ligands by functionalized arylacetylenes (R=CC(4-C6H4X); X=NO2, H, OMe). Measurement of the nonlinear absorption properties of the pentametallic derivatives 3-X reveals that these extended π-networks incorporating polarizable organometallic units behave as good two-photon absorbers in the visible and near-IR range.",

keywords = "Acetylide complex, Nonlinear optics, Organometallics, Pi-conjugation, Porphyrin",

author = "Samuel Drouet and Areej Merhi and Dandan Yao and Cifuentes, \{Marie P.\} and Humphrey, \{Mark G.\} and Malgorzata Wielgus and Joanna Olesiak-Banska and Katarzyna Matczyszyn and Marek Samoc and Fr{\'e}d{\'e}ric Paul and Paul-Roth, \{Christine O.\}",

year = "2012",

month = dec,

day = "16",

doi = "10.1016/j.tet.2012.09.108",

language = "English",

volume = "68",

pages = "10351--10359",

journal = "Tetrahedron",

issn = "0040-4020",

publisher = "Elsevier Ltd.",

number = "50",

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Drouet, S, Merhi, A, Yao, D, Cifuentes, MP, Humphrey, MG, Wielgus, M, Olesiak-Banska, J, Matczyszyn, K, Samoc, M, Paul, F & Paul-Roth, CO 2012, 'Cubic nonlinear optical properties of new zinc tetraphenyl porphyrins peripherally functionalized with electron-rich Ru(II) alkynyl substituents', Tetrahedron, vol. 68, no. 50, pp. 10351-10359. https://doi.org/10.1016/j.tet.2012.09.108

TY - JOUR

T1 - Cubic nonlinear optical properties of new zinc tetraphenyl porphyrins peripherally functionalized with electron-rich Ru(II) alkynyl substituents

AU - Drouet, Samuel

AU - Merhi, Areej

AU - Yao, Dandan

AU - Cifuentes, Marie P.

AU - Humphrey, Mark G.

AU - Wielgus, Malgorzata

AU - Olesiak-Banska, Joanna

AU - Matczyszyn, Katarzyna

AU - Samoc, Marek

AU - Paul, Frédéric

AU - Paul-Roth, Christine O.

PY - 2012/12/16

Y1 - 2012/12/16

N2 - We report the synthesis and characterization of new organometallic assemblies consisting of a central Zn(II) tetraphenylporphyrin (ZnTPP) core surrounded by four Ru(II) alkynyl complexes (trans-Ru(dppe)2R) appended at the para phenyl positions and acting as peripheral donor groups. The synthesis of the tetra-chlorido derivative 2 (R=Cl) is reported first, followed by that of three extended homologues (3-X) obtained from this building block by substitution of the chlorido ligands by functionalized arylacetylenes (R=CC(4-C6H4X); X=NO2, H, OMe). Measurement of the nonlinear absorption properties of the pentametallic derivatives 3-X reveals that these extended π-networks incorporating polarizable organometallic units behave as good two-photon absorbers in the visible and near-IR range.

AB - We report the synthesis and characterization of new organometallic assemblies consisting of a central Zn(II) tetraphenylporphyrin (ZnTPP) core surrounded by four Ru(II) alkynyl complexes (trans-Ru(dppe)2R) appended at the para phenyl positions and acting as peripheral donor groups. The synthesis of the tetra-chlorido derivative 2 (R=Cl) is reported first, followed by that of three extended homologues (3-X) obtained from this building block by substitution of the chlorido ligands by functionalized arylacetylenes (R=CC(4-C6H4X); X=NO2, H, OMe). Measurement of the nonlinear absorption properties of the pentametallic derivatives 3-X reveals that these extended π-networks incorporating polarizable organometallic units behave as good two-photon absorbers in the visible and near-IR range.

KW - Acetylide complex

KW - Nonlinear optics

KW - Organometallics

KW - Pi-conjugation

KW - Porphyrin

UR - https://www.scopus.com/pages/publications/84869090821

U2 - 10.1016/j.tet.2012.09.108

DO - 10.1016/j.tet.2012.09.108

M3 - Article

SN - 0040-4020

VL - 68

SP - 10351

EP - 10359

JO - Tetrahedron

JF - Tetrahedron

IS - 50

ER -

Cubic nonlinear optical properties of new zinc tetraphenyl porphyrins peripherally functionalized with electron-rich Ru(II) alkynyl substituents

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