Loading…

Chirality inversion in hydrogen-bonded rhodanine-oligothiophene derivatives by solvent and temperature

The self-assembly process of hydrogen-bonded quinquethiophene - rhodanine derivatives has been explored as a function of solvent and temperature. We demonstrate the divergent supramolecular chirality emerging from a single enantiomer by subtle changes in solvent mixtures and sample preparation proto...

Full description

Saved in:
Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2022-01, Vol.58 (4), p.529-532
Main Authors: Garcia, Ana M, Ruiz-Carretero, Amparo
Format: Article
Language:English
Subjects:
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
cited_by cdi_FETCH-LOGICAL-c414t-939a9371575f736dd19e593b0f742d453e2221af5307cf22627d01aaecd48c553
cites cdi_FETCH-LOGICAL-c414t-939a9371575f736dd19e593b0f742d453e2221af5307cf22627d01aaecd48c553
container_end_page 532
container_issue 4
container_start_page 529
container_title Chemical communications (Cambridge, England)
container_volume 58
creator Garcia, Ana M
Ruiz-Carretero, Amparo
description The self-assembly process of hydrogen-bonded quinquethiophene - rhodanine derivatives has been explored as a function of solvent and temperature. We demonstrate the divergent supramolecular chirality emerging from a single enantiomer by subtle changes in solvent mixtures and sample preparation protocol. Spectroscopic techniques have proved the presence of aggregates where H-bonding interactions play a crucial role. Inversion of supramolecular chirality with a single enantiomer of a hydrogen-bonded pi-conjugated system is achieved by applying external stimuli such as solvent and temperature.
doi_str_mv 10.1039/d1cc05945a
format article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_crossref_primary_10_1039_D1CC05945A</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2610413281</sourcerecordid><originalsourceid>FETCH-LOGICAL-c414t-939a9371575f736dd19e593b0f742d453e2221af5307cf22627d01aaecd48c553</originalsourceid><addsrcrecordid>eNpd0c1LwzAYBvAgipvTi3el4EWEaj7b5ij1EwQvCt5KlrxdM7pkJu1g_72dmwrmkhfeHw_hCUKnBF8TzOSNIVpjIblQe2hMWMZTwYuP_c0sZJozLkboKMY5Hg4RxSEaMS5xgbkYo7psbFCt7daJdSsI0Xo3TEmzNsHPwKVT7wyYJDTeKGcdpL61M9811i8bcJAYCHalOruCmEzXSfTtClyXKGeSDhZLCKrrAxyjg1q1EU529wS9P9y_lU_py-vjc3n7kmpOeJdKJpVkORG5qHOWGUMkCMmmuM45NVwwoJQSVQuGc11TmtHcYKIUaMMLLQSboMtt7jL4zx5iVy1s1NC2yoHvY0UzgjlhtCADvfhH574PbnjdRmWFzDO8CbzaKh18jAHqahnsQoV1RXC1ab-6I2X53f7tgM93kf10AeaX_tQ9gLMtCFH_bv--j30BiEWKBA</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2616897605</pqid></control><display><type>article</type><title>Chirality inversion in hydrogen-bonded rhodanine-oligothiophene derivatives by solvent and temperature</title><source>Royal Society of Chemistry</source><creator>Garcia, Ana M ; Ruiz-Carretero, Amparo</creator><creatorcontrib>Garcia, Ana M ; Ruiz-Carretero, Amparo</creatorcontrib><description>The self-assembly process of hydrogen-bonded quinquethiophene - rhodanine derivatives has been explored as a function of solvent and temperature. We demonstrate the divergent supramolecular chirality emerging from a single enantiomer by subtle changes in solvent mixtures and sample preparation protocol. Spectroscopic techniques have proved the presence of aggregates where H-bonding interactions play a crucial role. Inversion of supramolecular chirality with a single enantiomer of a hydrogen-bonded pi-conjugated system is achieved by applying external stimuli such as solvent and temperature.</description><identifier>ISSN: 1359-7345</identifier><identifier>EISSN: 1364-548X</identifier><identifier>DOI: 10.1039/d1cc05945a</identifier><identifier>PMID: 34908045</identifier><language>eng</language><publisher>England: Royal Society of Chemistry</publisher><subject>Chirality ; Enantiomers ; Hydrogen bonding ; Self-assembly ; Solvents</subject><ispartof>Chemical communications (Cambridge, England), 2022-01, Vol.58 (4), p.529-532</ispartof><rights>Copyright Royal Society of Chemistry 2022</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c414t-939a9371575f736dd19e593b0f742d453e2221af5307cf22627d01aaecd48c553</citedby><cites>FETCH-LOGICAL-c414t-939a9371575f736dd19e593b0f742d453e2221af5307cf22627d01aaecd48c553</cites><orcidid>0000-0002-7336-2868 ; 0000-0003-0482-849X</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27922,27923</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/34908045$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Garcia, Ana M</creatorcontrib><creatorcontrib>Ruiz-Carretero, Amparo</creatorcontrib><title>Chirality inversion in hydrogen-bonded rhodanine-oligothiophene derivatives by solvent and temperature</title><title>Chemical communications (Cambridge, England)</title><addtitle>Chem Commun (Camb)</addtitle><description>The self-assembly process of hydrogen-bonded quinquethiophene - rhodanine derivatives has been explored as a function of solvent and temperature. We demonstrate the divergent supramolecular chirality emerging from a single enantiomer by subtle changes in solvent mixtures and sample preparation protocol. Spectroscopic techniques have proved the presence of aggregates where H-bonding interactions play a crucial role. Inversion of supramolecular chirality with a single enantiomer of a hydrogen-bonded pi-conjugated system is achieved by applying external stimuli such as solvent and temperature.</description><subject>Chirality</subject><subject>Enantiomers</subject><subject>Hydrogen bonding</subject><subject>Self-assembly</subject><subject>Solvents</subject><issn>1359-7345</issn><issn>1364-548X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2022</creationdate><recordtype>article</recordtype><recordid>eNpd0c1LwzAYBvAgipvTi3el4EWEaj7b5ij1EwQvCt5KlrxdM7pkJu1g_72dmwrmkhfeHw_hCUKnBF8TzOSNIVpjIblQe2hMWMZTwYuP_c0sZJozLkboKMY5Hg4RxSEaMS5xgbkYo7psbFCt7daJdSsI0Xo3TEmzNsHPwKVT7wyYJDTeKGcdpL61M9811i8bcJAYCHalOruCmEzXSfTtClyXKGeSDhZLCKrrAxyjg1q1EU529wS9P9y_lU_py-vjc3n7kmpOeJdKJpVkORG5qHOWGUMkCMmmuM45NVwwoJQSVQuGc11TmtHcYKIUaMMLLQSboMtt7jL4zx5iVy1s1NC2yoHvY0UzgjlhtCADvfhH574PbnjdRmWFzDO8CbzaKh18jAHqahnsQoV1RXC1ab-6I2X53f7tgM93kf10AeaX_tQ9gLMtCFH_bv--j30BiEWKBA</recordid><startdate>20220106</startdate><enddate>20220106</enddate><creator>Garcia, Ana M</creator><creator>Ruiz-Carretero, Amparo</creator><general>Royal Society of Chemistry</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0002-7336-2868</orcidid><orcidid>https://orcid.org/0000-0003-0482-849X</orcidid></search><sort><creationdate>20220106</creationdate><title>Chirality inversion in hydrogen-bonded rhodanine-oligothiophene derivatives by solvent and temperature</title><author>Garcia, Ana M ; Ruiz-Carretero, Amparo</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c414t-939a9371575f736dd19e593b0f742d453e2221af5307cf22627d01aaecd48c553</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2022</creationdate><topic>Chirality</topic><topic>Enantiomers</topic><topic>Hydrogen bonding</topic><topic>Self-assembly</topic><topic>Solvents</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Garcia, Ana M</creatorcontrib><creatorcontrib>Ruiz-Carretero, Amparo</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><collection>MEDLINE - Academic</collection><jtitle>Chemical communications (Cambridge, England)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Garcia, Ana M</au><au>Ruiz-Carretero, Amparo</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Chirality inversion in hydrogen-bonded rhodanine-oligothiophene derivatives by solvent and temperature</atitle><jtitle>Chemical communications (Cambridge, England)</jtitle><addtitle>Chem Commun (Camb)</addtitle><date>2022-01-06</date><risdate>2022</risdate><volume>58</volume><issue>4</issue><spage>529</spage><epage>532</epage><pages>529-532</pages><issn>1359-7345</issn><eissn>1364-548X</eissn><abstract>The self-assembly process of hydrogen-bonded quinquethiophene - rhodanine derivatives has been explored as a function of solvent and temperature. We demonstrate the divergent supramolecular chirality emerging from a single enantiomer by subtle changes in solvent mixtures and sample preparation protocol. Spectroscopic techniques have proved the presence of aggregates where H-bonding interactions play a crucial role. Inversion of supramolecular chirality with a single enantiomer of a hydrogen-bonded pi-conjugated system is achieved by applying external stimuli such as solvent and temperature.</abstract><cop>England</cop><pub>Royal Society of Chemistry</pub><pmid>34908045</pmid><doi>10.1039/d1cc05945a</doi><tpages>4</tpages><orcidid>https://orcid.org/0000-0002-7336-2868</orcidid><orcidid>https://orcid.org/0000-0003-0482-849X</orcidid><oa>free_for_read</oa></addata></record>
fulltext fulltext
identifier ISSN: 1359-7345
ispartof Chemical communications (Cambridge, England), 2022-01, Vol.58 (4), p.529-532
issn 1359-7345
1364-548X
language eng
recordid cdi_crossref_primary_10_1039_D1CC05945A
source Royal Society of Chemistry
subjects Chirality
Enantiomers
Hydrogen bonding
Self-assembly
Solvents
title Chirality inversion in hydrogen-bonded rhodanine-oligothiophene derivatives by solvent and temperature
url http://sfxeu10.hosted.exlibrisgroup.com/loughborough?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-13T22%3A27%3A29IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Chirality%20inversion%20in%20hydrogen-bonded%20rhodanine-oligothiophene%20derivatives%20by%20solvent%20and%20temperature&rft.jtitle=Chemical%20communications%20(Cambridge,%20England)&rft.au=Garcia,%20Ana%20M&rft.date=2022-01-06&rft.volume=58&rft.issue=4&rft.spage=529&rft.epage=532&rft.pages=529-532&rft.issn=1359-7345&rft.eissn=1364-548X&rft_id=info:doi/10.1039/d1cc05945a&rft_dat=%3Cproquest_cross%3E2610413281%3C/proquest_cross%3E%3Cgrp_id%3Ecdi_FETCH-LOGICAL-c414t-939a9371575f736dd19e593b0f742d453e2221af5307cf22627d01aaecd48c553%3C/grp_id%3E%3Coa%3E%3C/oa%3E%3Curl%3E%3C/url%3E&rft_id=info:oai/&rft_pqid=2616897605&rft_id=info:pmid/34908045&rfr_iscdi=true