Comparison of carbazole and fluorene donating effects on the two-photon absorption and nitric oxide photo-release capabilities in a ruthenium-nitrosyl complex

A ruthenium–nitrosyl derivative of formula [RuII(CzT)(bipy)(NO)](PF6)3 [CzT = 4′-(N-ethylcarbazol-3-yl)-2,2′:6′,2′′-terpyridine, bipy = 2,2′-bipyridine] has been synthesized and fully characterized, and compared with the previously reported [RuII(FT)(bipy)(NO)](PF6)3 complex [FT = 4′-(9,9-dihexyl-9H...

Full description

Saved in:
Bibliographic Details
Published in:European journal of inorganic chemistry 2018 (3-4), p.531-543
Main Authors: Enriquez-Cabrera, Alejandro, Lacroix, Pascal G., Sasaki, Isabelle, Mallet-Ladeira, Sonia, Farfan, N., Barba-Barba, Rodrigo M., Ramos-Ortiz, Gabriel, Malfant, Isabelle
Format: Article
Language:English
Subjects:
Chemical Sciences
Coordination chemistry
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
cited_by
cites
container_end_page 543
container_issue 3-4
container_start_page 531
container_title European journal of inorganic chemistry
container_volume
creator Enriquez-Cabrera, Alejandro
Lacroix, Pascal G.
Sasaki, Isabelle
Mallet-Ladeira, Sonia
Farfan, N.
Barba-Barba, Rodrigo M.
Ramos-Ortiz, Gabriel
Malfant, Isabelle
description A ruthenium–nitrosyl derivative of formula [RuII(CzT)(bipy)(NO)](PF6)3 [CzT = 4′-(N-ethylcarbazol-3-yl)-2,2′:6′,2′′-terpyridine, bipy = 2,2′-bipyridine] has been synthesized and fully characterized, and compared with the previously reported [RuII(FT)(bipy)(NO)](PF6)3 complex [FT = 4′-(9,9-dihexyl-9H-fluoren-2-yl)-2,2′:6′,2′′-terpyridine]. Additionally, the X-ray crystal structure of [RuII(CzT)(bipy)(NO2)](PF6), the precursor of [RuII(CzT)(bipy)(NO)](PF6)3, is reported. The presence of a tertiary amine in the carbazole unit leads to redshifted charge-transfer transitions towards the electron-withdrawing Ru–NO fragment and hence enhanced two-photon absorption (TPA) properties. In contrast, the quantum yield of the NO· photorelease process is lower for the carbazole-containing complex. The issue of optimization of the TPA versus NO·-release capabilities is addressed.
doi_str_mv 10.1002/ejic.201700895
format article
fullrecord <record><control><sourceid>hal</sourceid><recordid>TN_cdi_hal_primary_oai_HAL_hal_01961814v1</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>oai_HAL_hal_01961814v1</sourcerecordid><originalsourceid>FETCH-hal_primary_oai_HAL_hal_01961814v13</originalsourceid><addsrcrecordid>eNqVjr1OxDAQhC0EEsdPS70thY91EkJSohPoiivpIyfZkD357Mh24I6H4VlxEC9AtbOrb2ZWiDuFa4WYPdCeu3WG6gmxqh_PxEphXUssq-w86SIvpKqL6lJchbBHxBzzciW-N-4wac_BWXADdNq3-ssZAm17GMzsPFmC3lkd2b4DDQN1MUCi40gQP52cRhfTqtvg_BR5kclqOXruwB25J_hFpCdDOlDqmHTLhiNTAE44-DmFWZ4PcrG5cDLQpbcMHW_ExaBNoNu_eS3uX1_eNls5atNMng_anxqnudk-75rlhqouVaWKD5X_h_0BU3Rnuw</addsrcrecordid><sourcetype>Open Access Repository</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>Comparison of carbazole and fluorene donating effects on the two-photon absorption and nitric oxide photo-release capabilities in a ruthenium-nitrosyl complex</title><source>Wiley-Blackwell Read &amp; Publish Collection</source><creator>Enriquez-Cabrera, Alejandro ; Lacroix, Pascal G. ; Sasaki, Isabelle ; Mallet-Ladeira, Sonia ; Farfan, N. ; Barba-Barba, Rodrigo M. ; Ramos-Ortiz, Gabriel ; Malfant, Isabelle</creator><creatorcontrib>Enriquez-Cabrera, Alejandro ; Lacroix, Pascal G. ; Sasaki, Isabelle ; Mallet-Ladeira, Sonia ; Farfan, N. ; Barba-Barba, Rodrigo M. ; Ramos-Ortiz, Gabriel ; Malfant, Isabelle</creatorcontrib><description>A ruthenium–nitrosyl derivative of formula [RuII(CzT)(bipy)(NO)](PF6)3 [CzT = 4′-(N-ethylcarbazol-3-yl)-2,2′:6′,2′′-terpyridine, bipy = 2,2′-bipyridine] has been synthesized and fully characterized, and compared with the previously reported [RuII(FT)(bipy)(NO)](PF6)3 complex [FT = 4′-(9,9-dihexyl-9H-fluoren-2-yl)-2,2′:6′,2′′-terpyridine]. Additionally, the X-ray crystal structure of [RuII(CzT)(bipy)(NO2)](PF6), the precursor of [RuII(CzT)(bipy)(NO)](PF6)3, is reported. The presence of a tertiary amine in the carbazole unit leads to redshifted charge-transfer transitions towards the electron-withdrawing Ru–NO fragment and hence enhanced two-photon absorption (TPA) properties. In contrast, the quantum yield of the NO· photorelease process is lower for the carbazole-containing complex. The issue of optimization of the TPA versus NO·-release capabilities is addressed.</description><identifier>ISSN: 1434-1948</identifier><identifier>EISSN: 1099-0682</identifier><identifier>DOI: 10.1002/ejic.201700895</identifier><language>eng</language><publisher>Wiley-VCH Verlag</publisher><subject>Chemical Sciences ; Coordination chemistry</subject><ispartof>European journal of inorganic chemistry, 2018 (3-4), p.531-543</ispartof><rights>Distributed under a Creative Commons Attribution 4.0 International License</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><orcidid>0000-0002-5676-6924 ; 0000-0001-5295-1025 ; 0000-0001-9025-735X ; 0000-0002-1185-2124 ; 0009-0004-2446-6697 ; 0000-0001-9025-735X ; 0000-0001-5295-1025 ; 0000-0002-1185-2124 ; 0009-0004-2446-6697 ; 0000-0002-5676-6924</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>230,314,780,784,885,4022,27922,27923,27924</link.rule.ids><backlink>$$Uhttps://hal.science/hal-01961814$$DView record in HAL$$Hfree_for_read</backlink></links><search><creatorcontrib>Enriquez-Cabrera, Alejandro</creatorcontrib><creatorcontrib>Lacroix, Pascal G.</creatorcontrib><creatorcontrib>Sasaki, Isabelle</creatorcontrib><creatorcontrib>Mallet-Ladeira, Sonia</creatorcontrib><creatorcontrib>Farfan, N.</creatorcontrib><creatorcontrib>Barba-Barba, Rodrigo M.</creatorcontrib><creatorcontrib>Ramos-Ortiz, Gabriel</creatorcontrib><creatorcontrib>Malfant, Isabelle</creatorcontrib><title>Comparison of carbazole and fluorene donating effects on the two-photon absorption and nitric oxide photo-release capabilities in a ruthenium-nitrosyl complex</title><title>European journal of inorganic chemistry</title><description>A ruthenium–nitrosyl derivative of formula [RuII(CzT)(bipy)(NO)](PF6)3 [CzT = 4′-(N-ethylcarbazol-3-yl)-2,2′:6′,2′′-terpyridine, bipy = 2,2′-bipyridine] has been synthesized and fully characterized, and compared with the previously reported [RuII(FT)(bipy)(NO)](PF6)3 complex [FT = 4′-(9,9-dihexyl-9H-fluoren-2-yl)-2,2′:6′,2′′-terpyridine]. Additionally, the X-ray crystal structure of [RuII(CzT)(bipy)(NO2)](PF6), the precursor of [RuII(CzT)(bipy)(NO)](PF6)3, is reported. The presence of a tertiary amine in the carbazole unit leads to redshifted charge-transfer transitions towards the electron-withdrawing Ru–NO fragment and hence enhanced two-photon absorption (TPA) properties. In contrast, the quantum yield of the NO· photorelease process is lower for the carbazole-containing complex. The issue of optimization of the TPA versus NO·-release capabilities is addressed.</description><subject>Chemical Sciences</subject><subject>Coordination chemistry</subject><issn>1434-1948</issn><issn>1099-0682</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2018</creationdate><recordtype>article</recordtype><recordid>eNqVjr1OxDAQhC0EEsdPS70thY91EkJSohPoiivpIyfZkD357Mh24I6H4VlxEC9AtbOrb2ZWiDuFa4WYPdCeu3WG6gmxqh_PxEphXUssq-w86SIvpKqL6lJchbBHxBzzciW-N-4wac_BWXADdNq3-ssZAm17GMzsPFmC3lkd2b4DDQN1MUCi40gQP52cRhfTqtvg_BR5kclqOXruwB25J_hFpCdDOlDqmHTLhiNTAE44-DmFWZ4PcrG5cDLQpbcMHW_ExaBNoNu_eS3uX1_eNls5atNMng_anxqnudk-75rlhqouVaWKD5X_h_0BU3Rnuw</recordid><startdate>2018</startdate><enddate>2018</enddate><creator>Enriquez-Cabrera, Alejandro</creator><creator>Lacroix, Pascal G.</creator><creator>Sasaki, Isabelle</creator><creator>Mallet-Ladeira, Sonia</creator><creator>Farfan, N.</creator><creator>Barba-Barba, Rodrigo M.</creator><creator>Ramos-Ortiz, Gabriel</creator><creator>Malfant, Isabelle</creator><general>Wiley-VCH Verlag</general><scope>1XC</scope><orcidid>https://orcid.org/0000-0002-5676-6924</orcidid><orcidid>https://orcid.org/0000-0001-5295-1025</orcidid><orcidid>https://orcid.org/0000-0001-9025-735X</orcidid><orcidid>https://orcid.org/0000-0002-1185-2124</orcidid><orcidid>https://orcid.org/0009-0004-2446-6697</orcidid><orcidid>https://orcid.org/0000-0001-9025-735X</orcidid><orcidid>https://orcid.org/0000-0001-5295-1025</orcidid><orcidid>https://orcid.org/0000-0002-1185-2124</orcidid><orcidid>https://orcid.org/0009-0004-2446-6697</orcidid><orcidid>https://orcid.org/0000-0002-5676-6924</orcidid></search><sort><creationdate>2018</creationdate><title>Comparison of carbazole and fluorene donating effects on the two-photon absorption and nitric oxide photo-release capabilities in a ruthenium-nitrosyl complex</title><author>Enriquez-Cabrera, Alejandro ; Lacroix, Pascal G. ; Sasaki, Isabelle ; Mallet-Ladeira, Sonia ; Farfan, N. ; Barba-Barba, Rodrigo M. ; Ramos-Ortiz, Gabriel ; Malfant, Isabelle</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-hal_primary_oai_HAL_hal_01961814v13</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2018</creationdate><topic>Chemical Sciences</topic><topic>Coordination chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Enriquez-Cabrera, Alejandro</creatorcontrib><creatorcontrib>Lacroix, Pascal G.</creatorcontrib><creatorcontrib>Sasaki, Isabelle</creatorcontrib><creatorcontrib>Mallet-Ladeira, Sonia</creatorcontrib><creatorcontrib>Farfan, N.</creatorcontrib><creatorcontrib>Barba-Barba, Rodrigo M.</creatorcontrib><creatorcontrib>Ramos-Ortiz, Gabriel</creatorcontrib><creatorcontrib>Malfant, Isabelle</creatorcontrib><collection>Hyper Article en Ligne (HAL)</collection><jtitle>European journal of inorganic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Enriquez-Cabrera, Alejandro</au><au>Lacroix, Pascal G.</au><au>Sasaki, Isabelle</au><au>Mallet-Ladeira, Sonia</au><au>Farfan, N.</au><au>Barba-Barba, Rodrigo M.</au><au>Ramos-Ortiz, Gabriel</au><au>Malfant, Isabelle</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Comparison of carbazole and fluorene donating effects on the two-photon absorption and nitric oxide photo-release capabilities in a ruthenium-nitrosyl complex</atitle><jtitle>European journal of inorganic chemistry</jtitle><date>2018</date><risdate>2018</risdate><issue>3-4</issue><spage>531</spage><epage>543</epage><pages>531-543</pages><issn>1434-1948</issn><eissn>1099-0682</eissn><abstract>A ruthenium–nitrosyl derivative of formula [RuII(CzT)(bipy)(NO)](PF6)3 [CzT = 4′-(N-ethylcarbazol-3-yl)-2,2′:6′,2′′-terpyridine, bipy = 2,2′-bipyridine] has been synthesized and fully characterized, and compared with the previously reported [RuII(FT)(bipy)(NO)](PF6)3 complex [FT = 4′-(9,9-dihexyl-9H-fluoren-2-yl)-2,2′:6′,2′′-terpyridine]. Additionally, the X-ray crystal structure of [RuII(CzT)(bipy)(NO2)](PF6), the precursor of [RuII(CzT)(bipy)(NO)](PF6)3, is reported. The presence of a tertiary amine in the carbazole unit leads to redshifted charge-transfer transitions towards the electron-withdrawing Ru–NO fragment and hence enhanced two-photon absorption (TPA) properties. In contrast, the quantum yield of the NO· photorelease process is lower for the carbazole-containing complex. The issue of optimization of the TPA versus NO·-release capabilities is addressed.</abstract><pub>Wiley-VCH Verlag</pub><doi>10.1002/ejic.201700895</doi><orcidid>https://orcid.org/0000-0002-5676-6924</orcidid><orcidid>https://orcid.org/0000-0001-5295-1025</orcidid><orcidid>https://orcid.org/0000-0001-9025-735X</orcidid><orcidid>https://orcid.org/0000-0002-1185-2124</orcidid><orcidid>https://orcid.org/0009-0004-2446-6697</orcidid><orcidid>https://orcid.org/0000-0001-9025-735X</orcidid><orcidid>https://orcid.org/0000-0001-5295-1025</orcidid><orcidid>https://orcid.org/0000-0002-1185-2124</orcidid><orcidid>https://orcid.org/0009-0004-2446-6697</orcidid><orcidid>https://orcid.org/0000-0002-5676-6924</orcidid></addata></record>
fulltext fulltext
identifier ISSN: 1434-1948
ispartof European journal of inorganic chemistry, 2018 (3-4), p.531-543
issn 1434-1948
1099-0682
language eng
recordid cdi_hal_primary_oai_HAL_hal_01961814v1
source Wiley-Blackwell Read & Publish Collection
subjects Chemical Sciences
Coordination chemistry
title Comparison of carbazole and fluorene donating effects on the two-photon absorption and nitric oxide photo-release capabilities in a ruthenium-nitrosyl complex
url http://sfxeu10.hosted.exlibrisgroup.com/loughborough?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-11T14%3A59%3A01IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-hal&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Comparison%20of%20carbazole%20and%20fluorene%20donating%20effects%20on%20the%20two-photon%20absorption%20and%20nitric%20oxide%20photo-release%20capabilities%20in%20a%20ruthenium-nitrosyl%20complex&rft.jtitle=European%20journal%20of%20inorganic%20chemistry&rft.au=Enriquez-Cabrera,%20Alejandro&rft.date=2018&rft.issue=3-4&rft.spage=531&rft.epage=543&rft.pages=531-543&rft.issn=1434-1948&rft.eissn=1099-0682&rft_id=info:doi/10.1002/ejic.201700895&rft_dat=%3Chal%3Eoai_HAL_hal_01961814v1%3C/hal%3E%3Cgrp_id%3Ecdi_FETCH-hal_primary_oai_HAL_hal_01961814v13%3C/grp_id%3E%3Coa%3E%3C/oa%3E%3Curl%3E%3C/url%3E&rft_id=info:oai/&rft_id=info:pmid/&rfr_iscdi=true