Template-controlled synthesis of chiral cyclohexylhemicucurbit[8]urilElectronic supplementary information (ESI) available: A detailed description of synthesis, MS, NMR, crystallographic and computational details. CCDC 1053111. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c5cc04101e
Enantiomerically pure cyclohexylhemicucurbit[8]uril (cycHC[8]), possessing a barrel-shaped cavity, has been prepared in high yield on a gram scale from either ( R , R , N , N ′)-cyclohex-1,2-diylurea and formaldehyde or cycHC[6]. In either case, a dynamic covalent library is first generated from whi...
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container_issue | 54 |
container_start_page | 1921 |
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creator | Prigorchenko, E Öeren, M Kaabel, S Fomitšenko, M Reile, I Järving, I Tamm, T Topi, F Rissanen, K Aav, R |
description | Enantiomerically pure cyclohexylhemicucurbit[8]uril (cycHC[8]), possessing a barrel-shaped cavity, has been prepared in high yield on a gram scale from either (
R
,
R
,
N
,
N
′)-cyclohex-1,2-diylurea and formaldehyde or cycHC[6]. In either case, a dynamic covalent library is first generated from which the desired cycHC can be amplified using a suitable anion template.
Efficient control of macrocycle size was achieved by dynamic covalent chemistry and anionic template. |
doi_str_mv | 10.1039/c5cc04101e |
format | Article |
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R
,
R
,
N
,
N
′)-cyclohex-1,2-diylurea and formaldehyde or cycHC[6]. In either case, a dynamic covalent library is first generated from which the desired cycHC can be amplified using a suitable anion template.
Efficient control of macrocycle size was achieved by dynamic covalent chemistry and anionic template.</description><identifier>ISSN: 1359-7345</identifier><identifier>EISSN: 1364-548X</identifier><identifier>DOI: 10.1039/c5cc04101e</identifier><language>eng</language><creationdate>2015-06</creationdate><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids></links><search><creatorcontrib>Prigorchenko, E</creatorcontrib><creatorcontrib>Öeren, M</creatorcontrib><creatorcontrib>Kaabel, S</creatorcontrib><creatorcontrib>Fomitšenko, M</creatorcontrib><creatorcontrib>Reile, I</creatorcontrib><creatorcontrib>Järving, I</creatorcontrib><creatorcontrib>Tamm, T</creatorcontrib><creatorcontrib>Topi, F</creatorcontrib><creatorcontrib>Rissanen, K</creatorcontrib><creatorcontrib>Aav, R</creatorcontrib><title>Template-controlled synthesis of chiral cyclohexylhemicucurbit[8]urilElectronic supplementary information (ESI) available: A detailed description of synthesis, MS, NMR, crystallographic and computational details. CCDC 1053111. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c5cc04101e</title><description>Enantiomerically pure cyclohexylhemicucurbit[8]uril (cycHC[8]), possessing a barrel-shaped cavity, has been prepared in high yield on a gram scale from either (
R
,
R
,
N
,
N
′)-cyclohex-1,2-diylurea and formaldehyde or cycHC[6]. In either case, a dynamic covalent library is first generated from which the desired cycHC can be amplified using a suitable anion template.
Efficient control of macrocycle size was achieved by dynamic covalent chemistry and anionic template.</description><issn>1359-7345</issn><issn>1364-548X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2015</creationdate><recordtype>article</recordtype><sourceid/><recordid>eNqFkMFLwzAUxqsoqNOLd-F5U1hnQ1vddtNuwx2m4HYQREb2-mYjaROSVOx_b9zEgYLm8hLe977flxcExyzqsCjuXWCKGCUsYrQd7LP4MgnTpPu483lPe-FVnKR7wYG1r5E_LO3ub93MqNSSOwpRVc4oKSkH21SuICssqCVgIQyXgA1KVdB7IwsqBdZYm4VwT93n2gg5lIR-uBIIttZaUkmV46YBUS2VKbkTqoKz4XR8DvyNC8kXkvpwDTk5__LEnCwaoVc6z_wO0IbJtA13k4c2oGms41KqF8N14Um8ygFVqWu38vcZ13a2A1k2yIBFacwY68BIGfDs9cBPl5w77mNCNh6B1ynPNUCb_6zzgyWCwf24D783fRjsLrm0dPRVW8HJaDjLbkNjca6NKP0i5ht53ApO_-rPdb6M__P4AI6NoD0</recordid><startdate>20150623</startdate><enddate>20150623</enddate><creator>Prigorchenko, E</creator><creator>Öeren, M</creator><creator>Kaabel, S</creator><creator>Fomitšenko, M</creator><creator>Reile, I</creator><creator>Järving, I</creator><creator>Tamm, T</creator><creator>Topi, F</creator><creator>Rissanen, K</creator><creator>Aav, R</creator><scope/></search><sort><creationdate>20150623</creationdate><title>Template-controlled synthesis of chiral cyclohexylhemicucurbit[8]urilElectronic supplementary information (ESI) available: A detailed description of synthesis, MS, NMR, crystallographic and computational details. CCDC 1053111. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c5cc04101e</title><author>Prigorchenko, E ; Öeren, M ; Kaabel, S ; Fomitšenko, M ; Reile, I ; Järving, I ; Tamm, T ; Topi, F ; Rissanen, K ; Aav, R</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-rsc_primary_c5cc04101e3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2015</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Prigorchenko, E</creatorcontrib><creatorcontrib>Öeren, M</creatorcontrib><creatorcontrib>Kaabel, S</creatorcontrib><creatorcontrib>Fomitšenko, M</creatorcontrib><creatorcontrib>Reile, I</creatorcontrib><creatorcontrib>Järving, I</creatorcontrib><creatorcontrib>Tamm, T</creatorcontrib><creatorcontrib>Topi, F</creatorcontrib><creatorcontrib>Rissanen, K</creatorcontrib><creatorcontrib>Aav, R</creatorcontrib></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Prigorchenko, E</au><au>Öeren, M</au><au>Kaabel, S</au><au>Fomitšenko, M</au><au>Reile, I</au><au>Järving, I</au><au>Tamm, T</au><au>Topi, F</au><au>Rissanen, K</au><au>Aav, R</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Template-controlled synthesis of chiral cyclohexylhemicucurbit[8]urilElectronic supplementary information (ESI) available: A detailed description of synthesis, MS, NMR, crystallographic and computational details. CCDC 1053111. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c5cc04101e</atitle><date>2015-06-23</date><risdate>2015</risdate><volume>51</volume><issue>54</issue><spage>1921</spage><epage>1924</epage><pages>1921-1924</pages><issn>1359-7345</issn><eissn>1364-548X</eissn><abstract>Enantiomerically pure cyclohexylhemicucurbit[8]uril (cycHC[8]), possessing a barrel-shaped cavity, has been prepared in high yield on a gram scale from either (
R
,
R
,
N
,
N
′)-cyclohex-1,2-diylurea and formaldehyde or cycHC[6]. In either case, a dynamic covalent library is first generated from which the desired cycHC can be amplified using a suitable anion template.
Efficient control of macrocycle size was achieved by dynamic covalent chemistry and anionic template.</abstract><doi>10.1039/c5cc04101e</doi><tpages>4</tpages></addata></record> |
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title | Template-controlled synthesis of chiral cyclohexylhemicucurbit[8]urilElectronic supplementary information (ESI) available: A detailed description of synthesis, MS, NMR, crystallographic and computational details. CCDC 1053111. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c5cc04101e |
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