Readily functionalized AAA-DDD triply hydrogen-bonded motifs
Herein we present a new, readily functionalized AAA-DDD hydrogen bond array. A novel AAA monomeric unit ( 3a-b ) was obtained from a two-step synthetic procedure starting with 2-aminonicotinaldehyde via microwave radiation (overall yield of 52-66%). 1 H NMR and fluorescence spectroscopy confirmed th...
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Veröffentlicht in: | Organic & biomolecular chemistry 2018-04, Vol.16 (16), p.2947-2954 |
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container_title | Organic & biomolecular chemistry |
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creator | Tong, Feng Linares-Mendez, Iamnica J Han, Yi-Fei Wisner, James A Wang, Hong-Bo |
description | Herein we present a new, readily functionalized AAA-DDD hydrogen bond array. A novel AAA monomeric unit (
3a-b
) was obtained from a two-step synthetic procedure starting with 2-aminonicotinaldehyde
via
microwave radiation (overall yield of 52-66%).
1
H NMR and fluorescence spectroscopy confirmed the complexation event with a calculated association constant of 1.57 × 10
7
M
−1
. Likewise, the usefulness of this triple hydrogen bond motif in supramolecular polymerization was demonstrated through viscosity measurements in a crosslinked supramolecular alternating copolymer.
Herein we present a new, readily functionalized AAA-DDD hydrogen bond array. |
doi_str_mv | 10.1039/c8ob00479j |
format | Article |
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3a-b
) was obtained from a two-step synthetic procedure starting with 2-aminonicotinaldehyde
via
microwave radiation (overall yield of 52-66%).
1
H NMR and fluorescence spectroscopy confirmed the complexation event with a calculated association constant of 1.57 × 10
7
M
−1
. Likewise, the usefulness of this triple hydrogen bond motif in supramolecular polymerization was demonstrated through viscosity measurements in a crosslinked supramolecular alternating copolymer.
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3a-b
) was obtained from a two-step synthetic procedure starting with 2-aminonicotinaldehyde
via
microwave radiation (overall yield of 52-66%).
1
H NMR and fluorescence spectroscopy confirmed the complexation event with a calculated association constant of 1.57 × 10
7
M
−1
. Likewise, the usefulness of this triple hydrogen bond motif in supramolecular polymerization was demonstrated through viscosity measurements in a crosslinked supramolecular alternating copolymer.
Herein we present a new, readily functionalized AAA-DDD hydrogen bond array.</description><subject>Crosslinking</subject><subject>Fluorescence</subject><subject>Fluorescence spectroscopy</subject><subject>Hydrogen</subject><subject>Hydrogen bonding</subject><subject>Hydrogen bonds</subject><subject>Microwave radiation</subject><subject>Microwaves</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>Polymerization</subject><subject>Viscosity</subject><issn>1477-0520</issn><issn>1477-0539</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2018</creationdate><recordtype>article</recordtype><recordid>eNpd0c1LwzAYBvAgitPpxbsy8CJCNV9tEvBSNz8ZDETPJc2HdrTNTNrD_OvN3JzgKYHnx5vkCQAnCF4hSMS14q6EkDIx3wEHiDKWwJSI3e0ewwE4DGEOIRIso_tggEWGCUH8ANy8GKmrejmyfau6yrWyrr6MHuV5nkwmk1Hnq0VMP5bau3fTJqVrdYwb11U2HIE9K-tgjjfrELzd372OH5Pp7OFpnE8TFQ_qEpQiLTJlM1VSrAXjNLWaM4mUJFmqOMc8zWyptMKZIJQiWdoU2VRmhBjOUzIEF-u5C-8-exO6oqmCMnUtW-P6UGCIsRAUYRbp-T86d72Pr1opguJ9mBBRXa6V8i4Eb2yx8FUj_bJAsFh1Woz57Pan0-eIzzYj-7Ixekt_S4zgdA18UNv071PIN2WveUQ</recordid><startdate>20180425</startdate><enddate>20180425</enddate><creator>Tong, Feng</creator><creator>Linares-Mendez, Iamnica J</creator><creator>Han, Yi-Fei</creator><creator>Wisner, James A</creator><creator>Wang, Hong-Bo</creator><general>Royal Society of Chemistry</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7QO</scope><scope>7T7</scope><scope>7TM</scope><scope>8FD</scope><scope>C1K</scope><scope>FR3</scope><scope>P64</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0002-5271-1803</orcidid><orcidid>https://orcid.org/0000-0001-6753-3272</orcidid></search><sort><creationdate>20180425</creationdate><title>Readily functionalized AAA-DDD triply hydrogen-bonded motifs</title><author>Tong, Feng ; Linares-Mendez, Iamnica J ; Han, Yi-Fei ; Wisner, James A ; Wang, Hong-Bo</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c296t-151d96cf6cb42d97845fd87a1ca365c882856fbcdc2693441abf51f5a633e8853</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2018</creationdate><topic>Crosslinking</topic><topic>Fluorescence</topic><topic>Fluorescence spectroscopy</topic><topic>Hydrogen</topic><topic>Hydrogen bonding</topic><topic>Hydrogen bonds</topic><topic>Microwave radiation</topic><topic>Microwaves</topic><topic>NMR</topic><topic>Nuclear magnetic resonance</topic><topic>Polymerization</topic><topic>Viscosity</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Tong, Feng</creatorcontrib><creatorcontrib>Linares-Mendez, Iamnica J</creatorcontrib><creatorcontrib>Han, Yi-Fei</creatorcontrib><creatorcontrib>Wisner, James A</creatorcontrib><creatorcontrib>Wang, Hong-Bo</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>Biotechnology Research Abstracts</collection><collection>Industrial and Applied Microbiology Abstracts (Microbiology A)</collection><collection>Nucleic Acids Abstracts</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Engineering Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Organic & biomolecular chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Tong, Feng</au><au>Linares-Mendez, Iamnica J</au><au>Han, Yi-Fei</au><au>Wisner, James A</au><au>Wang, Hong-Bo</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Readily functionalized AAA-DDD triply hydrogen-bonded motifs</atitle><jtitle>Organic & biomolecular chemistry</jtitle><addtitle>Org Biomol Chem</addtitle><date>2018-04-25</date><risdate>2018</risdate><volume>16</volume><issue>16</issue><spage>2947</spage><epage>2954</epage><pages>2947-2954</pages><issn>1477-0520</issn><eissn>1477-0539</eissn><abstract>Herein we present a new, readily functionalized AAA-DDD hydrogen bond array. A novel AAA monomeric unit (
3a-b
) was obtained from a two-step synthetic procedure starting with 2-aminonicotinaldehyde
via
microwave radiation (overall yield of 52-66%).
1
H NMR and fluorescence spectroscopy confirmed the complexation event with a calculated association constant of 1.57 × 10
7
M
−1
. Likewise, the usefulness of this triple hydrogen bond motif in supramolecular polymerization was demonstrated through viscosity measurements in a crosslinked supramolecular alternating copolymer.
Herein we present a new, readily functionalized AAA-DDD hydrogen bond array.</abstract><cop>England</cop><pub>Royal Society of Chemistry</pub><pmid>29623318</pmid><doi>10.1039/c8ob00479j</doi><tpages>8</tpages><orcidid>https://orcid.org/0000-0002-5271-1803</orcidid><orcidid>https://orcid.org/0000-0001-6753-3272</orcidid></addata></record> |
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source | Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
subjects | Crosslinking Fluorescence Fluorescence spectroscopy Hydrogen Hydrogen bonding Hydrogen bonds Microwave radiation Microwaves NMR Nuclear magnetic resonance Polymerization Viscosity |
title | Readily functionalized AAA-DDD triply hydrogen-bonded motifs |
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