Highly polarized ruthenium alkynyls with nitrothienyl substituents

Aibing Xia; John P. Selegue

doi:10.1016/S0020-1693(02)00763-6

Highly polarized ruthenium alkynyls with nitrothienyl substituents

Aibing Xia, John P. Selegue

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

7 Scopus citations

Abstract

Me₃SiCCC₄H₂S-5-NO₂ was synthesized in good yield by palladium-catalyzed cross-coupling of ethynyltrimethylsilane and 2-bromo-5-nitrothiophene or 2-iodo-5-nitrothiophene. Reactions of Me₃SiCC(C₄H₂S)NO₂ with a series of ruthenium chloride complexes [RuClLL′(Cp′)] gave the alkynyls [Ru(2-CCC₄H₂S-5-NO₂) LL′(Cp′)] (L, L′=CO, PMe₂Ph or PPh₃; Cp′=C₅H₅ or C₅Me₅). These metal complexes, each with a strongly electron-donating metal center at one end and an electron-accepting organic substituent at the other end of a π-conjugated chain, are strongly polarized and are expected to demonstrate non-linear optical activity.

Original language	English
Pages (from-to)	219-224
Number of pages	6
Journal	Inorganica Chimica Acta
Volume	334
DOIs	https://doi.org/10.1016/S0020-1693(02)00763-6
State	Published - May 30 2002

Bibliographical note

Funding Information:
We thank the National Science Foundation (EPSCoR EPS-9452895 and MRSEC DMR-9809686) and the US Department of Energy (DE-FG02-00ER45847 and subcontract 10186-00-23) for partial support of this research.

Funding

We thank the National Science Foundation (EPSCoR EPS-9452895 and MRSEC DMR-9809686) and the US Department of Energy (DE-FG02-00ER45847 and subcontract 10186-00-23) for partial support of this research.

Funders	Funder number
US Department of Energy	DE-FG02-00ER45847, 10186-00-23
National Science Foundation (NSF)
Office of Experimental Program to Stimulate Competitive Research	MRSEC DMR-9809686, EPS-9452895

Keywords

Alkynyl
Heterocycle
Non-linear optical activity
Ruthenium
Solvatochromism

ASJC Scopus subject areas

Physical and Theoretical Chemistry
Inorganic Chemistry
Materials Chemistry

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10.1016/S0020-1693(02)00763-6

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title = "Highly polarized ruthenium alkynyls with nitrothienyl substituents",

abstract = "Me3SiCCC4H2S-5-NO2 was synthesized in good yield by palladium-catalyzed cross-coupling of ethynyltrimethylsilane and 2-bromo-5-nitrothiophene or 2-iodo-5-nitrothiophene. Reactions of Me3SiCC(C4H2S)NO2 with a series of ruthenium chloride complexes [RuClLL′(Cp′)] gave the alkynyls [Ru(2-CCC4H2S-5-NO2) LL′(Cp′)] (L, L′=CO, PMe2Ph or PPh3; Cp′=C5H5 or C5Me5). These metal complexes, each with a strongly electron-donating metal center at one end and an electron-accepting organic substituent at the other end of a π-conjugated chain, are strongly polarized and are expected to demonstrate non-linear optical activity.",

keywords = "Alkynyl, Heterocycle, Non-linear optical activity, Ruthenium, Solvatochromism",

author = "Aibing Xia and Selegue, \{John P.\}",

note = "Funding Information: We thank the National Science Foundation (EPSCoR EPS-9452895 and MRSEC DMR-9809686) and the US Department of Energy (DE-FG02-00ER45847 and subcontract 10186-00-23) for partial support of this research. ",

year = "2002",

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doi = "10.1016/S0020-1693(02)00763-6",

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T1 - Highly polarized ruthenium alkynyls with nitrothienyl substituents

AU - Xia, Aibing

AU - Selegue, John P.

N1 - Funding Information: We thank the National Science Foundation (EPSCoR EPS-9452895 and MRSEC DMR-9809686) and the US Department of Energy (DE-FG02-00ER45847 and subcontract 10186-00-23) for partial support of this research.

PY - 2002/5/30

Y1 - 2002/5/30

N2 - Me3SiCCC4H2S-5-NO2 was synthesized in good yield by palladium-catalyzed cross-coupling of ethynyltrimethylsilane and 2-bromo-5-nitrothiophene or 2-iodo-5-nitrothiophene. Reactions of Me3SiCC(C4H2S)NO2 with a series of ruthenium chloride complexes [RuClLL′(Cp′)] gave the alkynyls [Ru(2-CCC4H2S-5-NO2) LL′(Cp′)] (L, L′=CO, PMe2Ph or PPh3; Cp′=C5H5 or C5Me5). These metal complexes, each with a strongly electron-donating metal center at one end and an electron-accepting organic substituent at the other end of a π-conjugated chain, are strongly polarized and are expected to demonstrate non-linear optical activity.

AB - Me3SiCCC4H2S-5-NO2 was synthesized in good yield by palladium-catalyzed cross-coupling of ethynyltrimethylsilane and 2-bromo-5-nitrothiophene or 2-iodo-5-nitrothiophene. Reactions of Me3SiCC(C4H2S)NO2 with a series of ruthenium chloride complexes [RuClLL′(Cp′)] gave the alkynyls [Ru(2-CCC4H2S-5-NO2) LL′(Cp′)] (L, L′=CO, PMe2Ph or PPh3; Cp′=C5H5 or C5Me5). These metal complexes, each with a strongly electron-donating metal center at one end and an electron-accepting organic substituent at the other end of a π-conjugated chain, are strongly polarized and are expected to demonstrate non-linear optical activity.

KW - Alkynyl

KW - Heterocycle

KW - Non-linear optical activity

KW - Ruthenium

KW - Solvatochromism

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DO - 10.1016/S0020-1693(02)00763-6

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AN - SCOPUS:1842588023

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VL - 334

SP - 219

EP - 224

JO - Inorganica Chimica Acta

JF - Inorganica Chimica Acta

ER -

Highly polarized ruthenium alkynyls with nitrothienyl substituents

Abstract

Bibliographical note

Funding

Keywords

ASJC Scopus subject areas

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