Polymorphism of [6]Cycloparaphenylene for Packing Structure-dependent Host–Guest Interaction

Molecular carbon nanorings, [n]cycloparaphenylenes ([n]CPP), are a unique class of porous molecules with all-benzene surface. Herein, we report the preparation of polymorphs of [6]CPP crystals for the first time, and the discovery of their packing structure-dependent properties. We found that the he...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Chemistry letters 2017-06, Vol.46 (6), p.855-857
Hauptverfasser: Fukushima, Tomohiro, Sakamoto, Hirotoshi, Tanaka, Kohei, Hijikata, Yuh, Irle, Stephan, Itami, Kenichiro
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 857
container_issue 6
container_start_page 855
container_title Chemistry letters
container_volume 46
creator Fukushima, Tomohiro
Sakamoto, Hirotoshi
Tanaka, Kohei
Hijikata, Yuh
Irle, Stephan
Itami, Kenichiro
description Molecular carbon nanorings, [n]cycloparaphenylenes ([n]CPP), are a unique class of porous molecules with all-benzene surface. Herein, we report the preparation of polymorphs of [6]CPP crystals for the first time, and the discovery of their packing structure-dependent properties. We found that the herringbone-packed structure is thermodynamically more stable than the tubular-packed structure. We revealed that their host–guest interaction depends on the packing structures of [6]CPP: the tubular-packing affords one-dimensional open channels for weak guest sorption, while the herringbone-packing gives closed cavities for strong guest entrapment. This study exemplifies that the solid-state host–guest chemistry of CPP crystals can be directed by controlling their packing structures.
doi_str_mv 10.1246/cl.170210
format Article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_journals_2241361673</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2241361673</sourcerecordid><originalsourceid>FETCH-LOGICAL-c434t-a615d06e18f647c3aa311a0f56c321c72fba4acf919407f3042b545385e4606a3</originalsourceid><addsrcrecordid>eNplkLFOwzAQhi0EEqUw8AaWmBhSfLbjpCOqoK1UiUrAhCByXZumJHawnSEb78Ab8iSkaiUGphvu-787_QhdAhkB5eJGVSPICAVyhAbAeJ6QDNJjNCBMiKRf0FN0FsKWEJKPGR2gt6Wrutr5ZlOGGjuDX8TrpFOVa6SXzUbbrtJWY-M8Xkr1Udp3_Bh9q2LrdbLWjbZrbSOeuRB_vr6nrQ4Rz23UXqpYOnuOToysgr44zCF6vr97msySxcN0PrldJIozHhMpIF0ToSE3gmeKSckAJDGpUIyCyqhZSS6VGcOYk8wwwukq5SnLU80FEZIN0dXe23j3uXui2LrW2_5kQSkHJkBkrKeu95TyLgSvTdH4spa-K4AUu_oKVRX7-npWHNiNrkvVm5wqdey2spH2z_4_-AsQXnZj</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2241361673</pqid></control><display><type>article</type><title>Polymorphism of [6]Cycloparaphenylene for Packing Structure-dependent Host–Guest Interaction</title><source>Oxford University Press Journals All Titles (1996-Current)</source><creator>Fukushima, Tomohiro ; Sakamoto, Hirotoshi ; Tanaka, Kohei ; Hijikata, Yuh ; Irle, Stephan ; Itami, Kenichiro</creator><creatorcontrib>Fukushima, Tomohiro ; Sakamoto, Hirotoshi ; Tanaka, Kohei ; Hijikata, Yuh ; Irle, Stephan ; Itami, Kenichiro</creatorcontrib><description>Molecular carbon nanorings, [n]cycloparaphenylenes ([n]CPP), are a unique class of porous molecules with all-benzene surface. Herein, we report the preparation of polymorphs of [6]CPP crystals for the first time, and the discovery of their packing structure-dependent properties. We found that the herringbone-packed structure is thermodynamically more stable than the tubular-packed structure. We revealed that their host–guest interaction depends on the packing structures of [6]CPP: the tubular-packing affords one-dimensional open channels for weak guest sorption, while the herringbone-packing gives closed cavities for strong guest entrapment. This study exemplifies that the solid-state host–guest chemistry of CPP crystals can be directed by controlling their packing structures.</description><identifier>ISSN: 0366-7022</identifier><identifier>EISSN: 1348-0715</identifier><identifier>DOI: 10.1246/cl.170210</identifier><language>eng</language><publisher>Tokyo: The Chemical Society of Japan</publisher><subject>Benzene ; Coordination Asymmetry ; Crystal structure ; Entrapment ; Molecular structure ; Open channels ; Organic chemistry ; Polymorphism</subject><ispartof>Chemistry letters, 2017-06, Vol.46 (6), p.855-857</ispartof><rights>The Chemical Society of Japan</rights><rights>Copyright Chemical Society of Japan 2017</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c434t-a615d06e18f647c3aa311a0f56c321c72fba4acf919407f3042b545385e4606a3</citedby><cites>FETCH-LOGICAL-c434t-a615d06e18f647c3aa311a0f56c321c72fba4acf919407f3042b545385e4606a3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27901,27902</link.rule.ids></links><search><creatorcontrib>Fukushima, Tomohiro</creatorcontrib><creatorcontrib>Sakamoto, Hirotoshi</creatorcontrib><creatorcontrib>Tanaka, Kohei</creatorcontrib><creatorcontrib>Hijikata, Yuh</creatorcontrib><creatorcontrib>Irle, Stephan</creatorcontrib><creatorcontrib>Itami, Kenichiro</creatorcontrib><title>Polymorphism of [6]Cycloparaphenylene for Packing Structure-dependent Host–Guest Interaction</title><title>Chemistry letters</title><description>Molecular carbon nanorings, [n]cycloparaphenylenes ([n]CPP), are a unique class of porous molecules with all-benzene surface. Herein, we report the preparation of polymorphs of [6]CPP crystals for the first time, and the discovery of their packing structure-dependent properties. We found that the herringbone-packed structure is thermodynamically more stable than the tubular-packed structure. We revealed that their host–guest interaction depends on the packing structures of [6]CPP: the tubular-packing affords one-dimensional open channels for weak guest sorption, while the herringbone-packing gives closed cavities for strong guest entrapment. This study exemplifies that the solid-state host–guest chemistry of CPP crystals can be directed by controlling their packing structures.</description><subject>Benzene</subject><subject>Coordination Asymmetry</subject><subject>Crystal structure</subject><subject>Entrapment</subject><subject>Molecular structure</subject><subject>Open channels</subject><subject>Organic chemistry</subject><subject>Polymorphism</subject><issn>0366-7022</issn><issn>1348-0715</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2017</creationdate><recordtype>article</recordtype><recordid>eNplkLFOwzAQhi0EEqUw8AaWmBhSfLbjpCOqoK1UiUrAhCByXZumJHawnSEb78Ab8iSkaiUGphvu-787_QhdAhkB5eJGVSPICAVyhAbAeJ6QDNJjNCBMiKRf0FN0FsKWEJKPGR2gt6Wrutr5ZlOGGjuDX8TrpFOVa6SXzUbbrtJWY-M8Xkr1Udp3_Bh9q2LrdbLWjbZrbSOeuRB_vr6nrQ4Rz23UXqpYOnuOToysgr44zCF6vr97msySxcN0PrldJIozHhMpIF0ToSE3gmeKSckAJDGpUIyCyqhZSS6VGcOYk8wwwukq5SnLU80FEZIN0dXe23j3uXui2LrW2_5kQSkHJkBkrKeu95TyLgSvTdH4spa-K4AUu_oKVRX7-npWHNiNrkvVm5wqdey2spH2z_4_-AsQXnZj</recordid><startdate>20170605</startdate><enddate>20170605</enddate><creator>Fukushima, Tomohiro</creator><creator>Sakamoto, Hirotoshi</creator><creator>Tanaka, Kohei</creator><creator>Hijikata, Yuh</creator><creator>Irle, Stephan</creator><creator>Itami, Kenichiro</creator><general>The Chemical Society of Japan</general><general>Chemical Society of Japan</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope></search><sort><creationdate>20170605</creationdate><title>Polymorphism of [6]Cycloparaphenylene for Packing Structure-dependent Host–Guest Interaction</title><author>Fukushima, Tomohiro ; Sakamoto, Hirotoshi ; Tanaka, Kohei ; Hijikata, Yuh ; Irle, Stephan ; Itami, Kenichiro</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c434t-a615d06e18f647c3aa311a0f56c321c72fba4acf919407f3042b545385e4606a3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2017</creationdate><topic>Benzene</topic><topic>Coordination Asymmetry</topic><topic>Crystal structure</topic><topic>Entrapment</topic><topic>Molecular structure</topic><topic>Open channels</topic><topic>Organic chemistry</topic><topic>Polymorphism</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Fukushima, Tomohiro</creatorcontrib><creatorcontrib>Sakamoto, Hirotoshi</creatorcontrib><creatorcontrib>Tanaka, Kohei</creatorcontrib><creatorcontrib>Hijikata, Yuh</creatorcontrib><creatorcontrib>Irle, Stephan</creatorcontrib><creatorcontrib>Itami, Kenichiro</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><jtitle>Chemistry letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Fukushima, Tomohiro</au><au>Sakamoto, Hirotoshi</au><au>Tanaka, Kohei</au><au>Hijikata, Yuh</au><au>Irle, Stephan</au><au>Itami, Kenichiro</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Polymorphism of [6]Cycloparaphenylene for Packing Structure-dependent Host–Guest Interaction</atitle><jtitle>Chemistry letters</jtitle><date>2017-06-05</date><risdate>2017</risdate><volume>46</volume><issue>6</issue><spage>855</spage><epage>857</epage><pages>855-857</pages><issn>0366-7022</issn><eissn>1348-0715</eissn><abstract>Molecular carbon nanorings, [n]cycloparaphenylenes ([n]CPP), are a unique class of porous molecules with all-benzene surface. Herein, we report the preparation of polymorphs of [6]CPP crystals for the first time, and the discovery of their packing structure-dependent properties. We found that the herringbone-packed structure is thermodynamically more stable than the tubular-packed structure. We revealed that their host–guest interaction depends on the packing structures of [6]CPP: the tubular-packing affords one-dimensional open channels for weak guest sorption, while the herringbone-packing gives closed cavities for strong guest entrapment. This study exemplifies that the solid-state host–guest chemistry of CPP crystals can be directed by controlling their packing structures.</abstract><cop>Tokyo</cop><pub>The Chemical Society of Japan</pub><doi>10.1246/cl.170210</doi><tpages>3</tpages><oa>free_for_read</oa></addata></record>
fulltext fulltext
identifier ISSN: 0366-7022
ispartof Chemistry letters, 2017-06, Vol.46 (6), p.855-857
issn 0366-7022
1348-0715
language eng
recordid cdi_proquest_journals_2241361673
source Oxford University Press Journals All Titles (1996-Current)
subjects Benzene
Coordination Asymmetry
Crystal structure
Entrapment
Molecular structure
Open channels
Organic chemistry
Polymorphism
title Polymorphism of [6]Cycloparaphenylene for Packing Structure-dependent Host–Guest Interaction
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-02-02T22%3A27%3A03IST&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=Polymorphism%20of%20%5B6%5DCycloparaphenylene%20for%20Packing%20Structure-dependent%20Host%E2%80%93Guest%20Interaction&rft.jtitle=Chemistry%20letters&rft.au=Fukushima,%20Tomohiro&rft.date=2017-06-05&rft.volume=46&rft.issue=6&rft.spage=855&rft.epage=857&rft.pages=855-857&rft.issn=0366-7022&rft.eissn=1348-0715&rft_id=info:doi/10.1246/cl.170210&rft_dat=%3Cproquest_cross%3E2241361673%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=2241361673&rft_id=info:pmid/&rfr_iscdi=true