2,7-Fluorenediyl-Bridged Complexes Containing Electroactive "fe(η5-C5Me5)(κ2-dppe)C≡C-" End Groups: Molecular Wires and Remarkable Nonlinear Electrochromes

Floriane Malvolti; Cédric Rouxel; Amédée Triadon; Guillaume Grelaud; Nicolas Richy; Olivier Mongin; Mireille Blanchard-Desce; Loic Toupet; Fazira I.Abdul Razak; Robert Stranger; Marek Samoc; Xinwei Yang; Genmiao Wang; Adam Barlow; Marie P. Cifuentes; Mark G. Humphrey; Frédéric Paul

doi:10.1021/acs.organomet.5b00769

2,7-Fluorenediyl-Bridged Complexes Containing Electroactive "fe(η⁵-C₅Me₅)(κ²-dppe)C≡C-" End Groups: Molecular Wires and Remarkable Nonlinear Electrochromes

Floriane Malvolti, Cédric Rouxel, Amédée Triadon, Guillaume Grelaud, Nicolas Richy, Olivier Mongin, Mireille Blanchard-Desce, Loic Toupet, Fazira I.Abdul Razak, Robert Stranger, Marek Samoc, Xinwei Yang, Genmiao Wang, Adam Barlow, Marie P. Cifuentes, Mark G. Humphrey^*, Frédéric Paul

^*Corresponding author for this work

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

23 Citations (Scopus)

Abstract

The 2,7-fluorenyl-bridged Fe(η⁵-C₅Me₅)(κ²-dppe)[C≡C(2,7-C₁₃H₆Bu₂)C≡C]Fe(η⁵-C₅Me₅)(κ²-dppe) (1a), its extended analogue Fe(η⁵-C₅Me₅)(κ²-dppe)[C≡C(1,4-C₆H₄)C≡C(2,7-C₁₃H₆Bu₂)C≡C(1,4-C₆H₄)C≡C](η⁵-C₅Me₅)(κ²-dppe)Fe (1b), and the corresponding mononuclear complexes Fe(η⁵-C₅Me₅)(κ²-dppe)[C≡C(2-C₁₃H₇Bu₂)] (2a) and Fe(η⁵-C₅Me₅)(κ²-dppe)[C≡C(1,4-C₆H₄)C≡C(2-C₁₃H₇Bu₂)] (2b), which model half of these molecules, have been synthesized and characterized in their various redox states. The molecular wire characteristics of the dinuclear complexes were examined in their mixed-valent states, with progression from 1a[PF₆] to 1b[PF₆] resulting in a sharp decrease in electronic coupling. The cubic nonlinear optical properties of these species were investigated over the visible and near-IR range, a particular emphasis being placed on their multiphoton absorption properties; the complexes are shown to function as redox-switchable nonlinear chromophores at selected wavelengths, and the more extended derivatives are shown to exhibit the more promising NLO performance.

Original language	English
Pages (from-to)	5418-5437
Number of pages	20
Journal	Organometallics
Volume	34
Issue number	22
DOIs	https://doi.org/10.1021/acs.organomet.5b00769
Publication status	Published - 3 Nov 2015

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Malvolti, F., Rouxel, C., Triadon, A., Grelaud, G., Richy, N., Mongin, O., Blanchard-Desce, M., Toupet, L., Razak, F. I. A., Stranger, R., Samoc, M., Yang, X., Wang, G., Barlow, A., Cifuentes, M. P., Humphrey, M. G., & Paul, F. (2015). 2,7-Fluorenediyl-Bridged Complexes Containing Electroactive "fe(η⁵-C₅Me₅)(κ²-dppe)C≡C-" End Groups: Molecular Wires and Remarkable Nonlinear Electrochromes. Organometallics, 34(22), 5418-5437. https://doi.org/10.1021/acs.organomet.5b00769

@article{09332f28bcf3426c888a01cc41b2a5ac,

title = "2,7-Fluorenediyl-Bridged Complexes Containing Electroactive {"}fe(η5-C5Me5)(κ2-dppe)C≡C-{"} End Groups: Molecular Wires and Remarkable Nonlinear Electrochromes",

abstract = "The 2,7-fluorenyl-bridged Fe(η5-C5Me5)(κ2-dppe)[C≡C(2,7-C13H6Bu2)C≡C]Fe(η5-C5Me5)(κ2-dppe) (1a), its extended analogue Fe(η5-C5Me5)(κ2-dppe)[C≡C(1,4-C6H4)C≡C(2,7-C13H6Bu2)C≡C(1,4-C6H4)C≡C](η5-C5Me5)(κ2-dppe)Fe (1b), and the corresponding mononuclear complexes Fe(η5-C5Me5)(κ2-dppe)[C≡C(2-C13H7Bu2)] (2a) and Fe(η5-C5Me5)(κ2-dppe)[C≡C(1,4-C6H4)C≡C(2-C13H7Bu2)] (2b), which model half of these molecules, have been synthesized and characterized in their various redox states. The molecular wire characteristics of the dinuclear complexes were examined in their mixed-valent states, with progression from 1a[PF6] to 1b[PF6] resulting in a sharp decrease in electronic coupling. The cubic nonlinear optical properties of these species were investigated over the visible and near-IR range, a particular emphasis being placed on their multiphoton absorption properties; the complexes are shown to function as redox-switchable nonlinear chromophores at selected wavelengths, and the more extended derivatives are shown to exhibit the more promising NLO performance.",

author = "Floriane Malvolti and C{\'e}dric Rouxel and Am{\'e}d{\'e}e Triadon and Guillaume Grelaud and Nicolas Richy and Olivier Mongin and Mireille Blanchard-Desce and Loic Toupet and Razak, {Fazira I.Abdul} and Robert Stranger and Marek Samoc and Xinwei Yang and Genmiao Wang and Adam Barlow and Cifuentes, {Marie P.} and Humphrey, {Mark G.} and Fr{\'e}d{\'e}ric Paul",

note = "Publisher Copyright: {\textcopyright} 2015 American Chemical Society.",

year = "2015",

month = nov,

day = "3",

doi = "10.1021/acs.organomet.5b00769",

language = "English",

volume = "34",

pages = "5418--5437",

journal = "Organometallics",

issn = "0276-7333",

publisher = "American Chemical Society",

number = "22",

}

Malvolti, F, Rouxel, C, Triadon, A, Grelaud, G, Richy, N, Mongin, O, Blanchard-Desce, M, Toupet, L, Razak, FIA, Stranger, R, Samoc, M, Yang, X, Wang, G, Barlow, A, Cifuentes, MP, Humphrey, MG & Paul, F 2015, '2,7-Fluorenediyl-Bridged Complexes Containing Electroactive "fe(η⁵-C₅Me₅)(κ²-dppe)C≡C-" End Groups: Molecular Wires and Remarkable Nonlinear Electrochromes', Organometallics, vol. 34, no. 22, pp. 5418-5437. https://doi.org/10.1021/acs.organomet.5b00769

TY - JOUR

T1 - 2,7-Fluorenediyl-Bridged Complexes Containing Electroactive "fe(η5-C5Me5)(κ2-dppe)C≡C-" End Groups

T2 - Molecular Wires and Remarkable Nonlinear Electrochromes

AU - Malvolti, Floriane

AU - Rouxel, Cédric

AU - Triadon, Amédée

AU - Grelaud, Guillaume

AU - Richy, Nicolas

AU - Mongin, Olivier

AU - Blanchard-Desce, Mireille

AU - Toupet, Loic

AU - Razak, Fazira I.Abdul

AU - Stranger, Robert

AU - Samoc, Marek

AU - Yang, Xinwei

AU - Wang, Genmiao

AU - Barlow, Adam

AU - Cifuentes, Marie P.

AU - Humphrey, Mark G.

AU - Paul, Frédéric

PY - 2015/11/3

Y1 - 2015/11/3

N2 - The 2,7-fluorenyl-bridged Fe(η5-C5Me5)(κ2-dppe)[C≡C(2,7-C13H6Bu2)C≡C]Fe(η5-C5Me5)(κ2-dppe) (1a), its extended analogue Fe(η5-C5Me5)(κ2-dppe)[C≡C(1,4-C6H4)C≡C(2,7-C13H6Bu2)C≡C(1,4-C6H4)C≡C](η5-C5Me5)(κ2-dppe)Fe (1b), and the corresponding mononuclear complexes Fe(η5-C5Me5)(κ2-dppe)[C≡C(2-C13H7Bu2)] (2a) and Fe(η5-C5Me5)(κ2-dppe)[C≡C(1,4-C6H4)C≡C(2-C13H7Bu2)] (2b), which model half of these molecules, have been synthesized and characterized in their various redox states. The molecular wire characteristics of the dinuclear complexes were examined in their mixed-valent states, with progression from 1a[PF6] to 1b[PF6] resulting in a sharp decrease in electronic coupling. The cubic nonlinear optical properties of these species were investigated over the visible and near-IR range, a particular emphasis being placed on their multiphoton absorption properties; the complexes are shown to function as redox-switchable nonlinear chromophores at selected wavelengths, and the more extended derivatives are shown to exhibit the more promising NLO performance.

AB - The 2,7-fluorenyl-bridged Fe(η5-C5Me5)(κ2-dppe)[C≡C(2,7-C13H6Bu2)C≡C]Fe(η5-C5Me5)(κ2-dppe) (1a), its extended analogue Fe(η5-C5Me5)(κ2-dppe)[C≡C(1,4-C6H4)C≡C(2,7-C13H6Bu2)C≡C(1,4-C6H4)C≡C](η5-C5Me5)(κ2-dppe)Fe (1b), and the corresponding mononuclear complexes Fe(η5-C5Me5)(κ2-dppe)[C≡C(2-C13H7Bu2)] (2a) and Fe(η5-C5Me5)(κ2-dppe)[C≡C(1,4-C6H4)C≡C(2-C13H7Bu2)] (2b), which model half of these molecules, have been synthesized and characterized in their various redox states. The molecular wire characteristics of the dinuclear complexes were examined in their mixed-valent states, with progression from 1a[PF6] to 1b[PF6] resulting in a sharp decrease in electronic coupling. The cubic nonlinear optical properties of these species were investigated over the visible and near-IR range, a particular emphasis being placed on their multiphoton absorption properties; the complexes are shown to function as redox-switchable nonlinear chromophores at selected wavelengths, and the more extended derivatives are shown to exhibit the more promising NLO performance.

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U2 - 10.1021/acs.organomet.5b00769

DO - 10.1021/acs.organomet.5b00769

M3 - Article

SN - 0276-7333

VL - 34

SP - 5418

EP - 5437

JO - Organometallics

JF - Organometallics

IS - 22

ER -

2,7-Fluorenediyl-Bridged Complexes Containing Electroactive "fe(η⁵-C₅Me₅)(κ²-dppe)C≡C-" End Groups: Molecular Wires and Remarkable Nonlinear Electrochromes

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