Metal-organic architectures designed from a triphenyl-pentacarboxylate linker: hydrothermal assembly, structural multiplicity, and catalytic Knoevenagel condensation
A triphenyl-pentacarboxylic acid, 3,5-di(2′,4′-dicarboxylphenyl)benzoic acid (H 5 ddba), was applied as an adaptable linker for the hydrothermal assembly of eight new metal( ii ) coordination polymers (CPs) and complexes, formulated as [Cu 2 (μ-H 3 ddba) 2 (phen) 2 ] ( 1 ), {[Cd 2 (μ 4 -Hddba)(phen)...
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| Veröffentlicht in: | Inorganic chemistry frontiers 2021-09, Vol.8 (18), p.429-4221 |
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| creator | Zhang, Hong-Rui Gu, Jin-Zhong Kirillova, Marina V Kirillov, Alexander M |
| description | A triphenyl-pentacarboxylic acid, 3,5-di(2′,4′-dicarboxylphenyl)benzoic acid (H
5
ddba), was applied as an adaptable linker for the hydrothermal assembly of eight new metal(
ii
) coordination polymers (CPs) and complexes, formulated as [Cu
2
(μ-H
3
ddba)
2
(phen)
2
] (
1
), {[Cd
2
(μ
4
-Hddba)(phen)
2
(H
2
O)
2
]·2H
2
O}
n
(
2
), [M
4
(μ
3
-Hddba)
2
(2,2′-bipy)
6
(μ-H
2
O)]·6H
2
O (M = Ni (
3
), Mn (
4
)), {[Co
2
(μ
5
-Hddba)(μ-4,4′-bipy)
1.5
(H
2
O)]·H
2
O}
n
(
5
), {[Zn
2
(μ
5
-Hddba)(4,4′-bipy)
1.5
]·4,4′-bipy·2H
2
O}
n
(
6
), [Mn
2
(μ
6
-Hddba)(H
2
biim)(H
2
O)]
n
(
7
), and {[Cd
2
(μ
7
-ddba)(Hbpa)]·5H
2
O}
n
(
8
). The products
1-8
were generated from metal(
ii
) chlorides, H
5
ddba, and various N-donor supporting ligands acting as mediators of crystallization (
i.e.
, phen: 1,10-phenanthroline; 2,2′-bipy: 2,2′-bipyridine; 4,4′-bipy: 4,4′-bipyridine; H
2
biim: 2,2′-biimidazole; or bpa: bis(4-pyridyl)amine). All compounds were analyzed by standard methods (C/H/N analysis, FTIR, TGA and PXRD) including single-crystal X-ray diffraction. The structural multiplicity of
1-8
ranges from discrete dimers (
1
) or tetramers (
3
and
4
) to a 1D coordination polymer (
2
) and 3D metal-organic frameworks (
5-8
). Topological analysis of simplified H-bonded or metal-organic networks disclosed
fcu
(
1
), 2C1 (
2
),
dia
(
3
and
4
),
sra
(
6
), 3,4,7T3 (
8
), and unprecedented (
5
and
7
) topologies. The catalytic activity of
1-8
was investigated in a model Knoevenagel condensation between benzaldehydes and malononitrile, resulting in up to 99% yields of condensation products. The substrate scope, catalyst recycling, and effects of different reaction parameters were investigated. Finally, this work extends the use of H
5
ddba as an aromatic pentacarboxylate building block for the design of new metal-organic architectures with captivating structures and functional properties.
Eight new metal(
ii
) coordination compounds driven by a triphenyl-pentacarboxylate linker were hydrothermally assembled and fully characterized. Their structural features and catalytic behavior were investigated. |
| doi_str_mv | 10.1039/d1qi00680k |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_journals_2572221603</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2572221603</sourcerecordid><originalsourceid>FETCH-LOGICAL-c281t-ea77959ea536a84f7a8b063910fc68c5d6db38bda96345242ed108416978f5f23</originalsourceid><addsrcrecordid>eNpNkUtv1TAQhSNEJarSDXskS-wQAT_iPNihlkfVIoQE62hiT-5169jp2EHkB_V_NuUi6GpGM5_OGc0piheCvxVcde-suHWc1y2_eVIcS65lKbRWTx_1z4rTlK4550JUXNT8uLj7ihl8GWkHwRkGZPYuo8kLYWIWk9sFtGykODFgmdy8x7D6csaQwQAN8ffqISPzLtwgvWf71VLMe6QJPIOUcBr8-oalTMuD6DacFp_d7J1xeVtAsMzAdsKaN_vLEPEXBtihZyYGiyFBdjE8L45G8AlP_9aT4uenjz_OvpRX3z5fnH24Ko1sRS4RmqbTHYJWNbTV2EA78Fp1go-mbo22tR1UO1joalVpWUm0greVqLumHfUo1Unx6qA7U7xdMOX-Oi4UNste6kZKuf1MbdTrA2UopkQ49jO5CWjtBe8fkujPxfeLP0lcbvDLA0zJ_OP-J6XuAYO5ifw</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2572221603</pqid></control><display><type>article</type><title>Metal-organic architectures designed from a triphenyl-pentacarboxylate linker: hydrothermal assembly, structural multiplicity, and catalytic Knoevenagel condensation</title><source>Royal Society Of Chemistry Journals 2008-</source><creator>Zhang, Hong-Rui ; Gu, Jin-Zhong ; Kirillova, Marina V ; Kirillov, Alexander M</creator><creatorcontrib>Zhang, Hong-Rui ; Gu, Jin-Zhong ; Kirillova, Marina V ; Kirillov, Alexander M</creatorcontrib><description>A triphenyl-pentacarboxylic acid, 3,5-di(2′,4′-dicarboxylphenyl)benzoic acid (H
5
ddba), was applied as an adaptable linker for the hydrothermal assembly of eight new metal(
ii
) coordination polymers (CPs) and complexes, formulated as [Cu
2
(μ-H
3
ddba)
2
(phen)
2
] (
1
), {[Cd
2
(μ
4
-Hddba)(phen)
2
(H
2
O)
2
]·2H
2
O}
n
(
2
), [M
4
(μ
3
-Hddba)
2
(2,2′-bipy)
6
(μ-H
2
O)]·6H
2
O (M = Ni (
3
), Mn (
4
)), {[Co
2
(μ
5
-Hddba)(μ-4,4′-bipy)
1.5
(H
2
O)]·H
2
O}
n
(
5
), {[Zn
2
(μ
5
-Hddba)(4,4′-bipy)
1.5
]·4,4′-bipy·2H
2
O}
n
(
6
), [Mn
2
(μ
6
-Hddba)(H
2
biim)(H
2
O)]
n
(
7
), and {[Cd
2
(μ
7
-ddba)(Hbpa)]·5H
2
O}
n
(
8
). The products
1-8
were generated from metal(
ii
) chlorides, H
5
ddba, and various N-donor supporting ligands acting as mediators of crystallization (
i.e.
, phen: 1,10-phenanthroline; 2,2′-bipy: 2,2′-bipyridine; 4,4′-bipy: 4,4′-bipyridine; H
2
biim: 2,2′-biimidazole; or bpa: bis(4-pyridyl)amine). All compounds were analyzed by standard methods (C/H/N analysis, FTIR, TGA and PXRD) including single-crystal X-ray diffraction. The structural multiplicity of
1-8
ranges from discrete dimers (
1
) or tetramers (
3
and
4
) to a 1D coordination polymer (
2
) and 3D metal-organic frameworks (
5-8
). Topological analysis of simplified H-bonded or metal-organic networks disclosed
fcu
(
1
), 2C1 (
2
),
dia
(
3
and
4
),
sra
(
6
), 3,4,7T3 (
8
), and unprecedented (
5
and
7
) topologies. The catalytic activity of
1-8
was investigated in a model Knoevenagel condensation between benzaldehydes and malononitrile, resulting in up to 99% yields of condensation products. The substrate scope, catalyst recycling, and effects of different reaction parameters were investigated. Finally, this work extends the use of H
5
ddba as an aromatic pentacarboxylate building block for the design of new metal-organic architectures with captivating structures and functional properties.
Eight new metal(
ii
) coordination compounds driven by a triphenyl-pentacarboxylate linker were hydrothermally assembled and fully characterized. Their structural features and catalytic behavior were investigated.</description><identifier>ISSN: 2052-1553</identifier><identifier>ISSN: 2052-1545</identifier><identifier>EISSN: 2052-1553</identifier><identifier>DOI: 10.1039/d1qi00680k</identifier><language>eng</language><publisher>London: Royal Society of Chemistry</publisher><subject>Assembly ; Benzoic acid ; Catalysis ; Catalytic activity ; Condensates ; Coordination compounds ; Coordination polymers ; Crystal structure ; Crystallization ; Crystallography ; Crystals ; Dimers ; Emission spectra ; Inorganic chemistry ; Malononitrile ; Manganese ; Metal-organic frameworks ; Nickel ; Parameters ; Single crystals ; Substrates ; Topology</subject><ispartof>Inorganic chemistry frontiers, 2021-09, Vol.8 (18), p.429-4221</ispartof><rights>Copyright Royal Society of Chemistry 2021</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c281t-ea77959ea536a84f7a8b063910fc68c5d6db38bda96345242ed108416978f5f23</citedby><cites>FETCH-LOGICAL-c281t-ea77959ea536a84f7a8b063910fc68c5d6db38bda96345242ed108416978f5f23</cites><orcidid>0000-0001-6704-7370 ; 0000-0002-2052-5280 ; 0000-0002-4375-828X</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,777,781,27905,27906</link.rule.ids></links><search><creatorcontrib>Zhang, Hong-Rui</creatorcontrib><creatorcontrib>Gu, Jin-Zhong</creatorcontrib><creatorcontrib>Kirillova, Marina V</creatorcontrib><creatorcontrib>Kirillov, Alexander M</creatorcontrib><title>Metal-organic architectures designed from a triphenyl-pentacarboxylate linker: hydrothermal assembly, structural multiplicity, and catalytic Knoevenagel condensation</title><title>Inorganic chemistry frontiers</title><description>A triphenyl-pentacarboxylic acid, 3,5-di(2′,4′-dicarboxylphenyl)benzoic acid (H
5
ddba), was applied as an adaptable linker for the hydrothermal assembly of eight new metal(
ii
) coordination polymers (CPs) and complexes, formulated as [Cu
2
(μ-H
3
ddba)
2
(phen)
2
] (
1
), {[Cd
2
(μ
4
-Hddba)(phen)
2
(H
2
O)
2
]·2H
2
O}
n
(
2
), [M
4
(μ
3
-Hddba)
2
(2,2′-bipy)
6
(μ-H
2
O)]·6H
2
O (M = Ni (
3
), Mn (
4
)), {[Co
2
(μ
5
-Hddba)(μ-4,4′-bipy)
1.5
(H
2
O)]·H
2
O}
n
(
5
), {[Zn
2
(μ
5
-Hddba)(4,4′-bipy)
1.5
]·4,4′-bipy·2H
2
O}
n
(
6
), [Mn
2
(μ
6
-Hddba)(H
2
biim)(H
2
O)]
n
(
7
), and {[Cd
2
(μ
7
-ddba)(Hbpa)]·5H
2
O}
n
(
8
). The products
1-8
were generated from metal(
ii
) chlorides, H
5
ddba, and various N-donor supporting ligands acting as mediators of crystallization (
i.e.
, phen: 1,10-phenanthroline; 2,2′-bipy: 2,2′-bipyridine; 4,4′-bipy: 4,4′-bipyridine; H
2
biim: 2,2′-biimidazole; or bpa: bis(4-pyridyl)amine). All compounds were analyzed by standard methods (C/H/N analysis, FTIR, TGA and PXRD) including single-crystal X-ray diffraction. The structural multiplicity of
1-8
ranges from discrete dimers (
1
) or tetramers (
3
and
4
) to a 1D coordination polymer (
2
) and 3D metal-organic frameworks (
5-8
). Topological analysis of simplified H-bonded or metal-organic networks disclosed
fcu
(
1
), 2C1 (
2
),
dia
(
3
and
4
),
sra
(
6
), 3,4,7T3 (
8
), and unprecedented (
5
and
7
) topologies. The catalytic activity of
1-8
was investigated in a model Knoevenagel condensation between benzaldehydes and malononitrile, resulting in up to 99% yields of condensation products. The substrate scope, catalyst recycling, and effects of different reaction parameters were investigated. Finally, this work extends the use of H
5
ddba as an aromatic pentacarboxylate building block for the design of new metal-organic architectures with captivating structures and functional properties.
Eight new metal(
ii
) coordination compounds driven by a triphenyl-pentacarboxylate linker were hydrothermally assembled and fully characterized. Their structural features and catalytic behavior were investigated.</description><subject>Assembly</subject><subject>Benzoic acid</subject><subject>Catalysis</subject><subject>Catalytic activity</subject><subject>Condensates</subject><subject>Coordination compounds</subject><subject>Coordination polymers</subject><subject>Crystal structure</subject><subject>Crystallization</subject><subject>Crystallography</subject><subject>Crystals</subject><subject>Dimers</subject><subject>Emission spectra</subject><subject>Inorganic chemistry</subject><subject>Malononitrile</subject><subject>Manganese</subject><subject>Metal-organic frameworks</subject><subject>Nickel</subject><subject>Parameters</subject><subject>Single crystals</subject><subject>Substrates</subject><subject>Topology</subject><issn>2052-1553</issn><issn>2052-1545</issn><issn>2052-1553</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2021</creationdate><recordtype>article</recordtype><recordid>eNpNkUtv1TAQhSNEJarSDXskS-wQAT_iPNihlkfVIoQE62hiT-5169jp2EHkB_V_NuUi6GpGM5_OGc0piheCvxVcde-suHWc1y2_eVIcS65lKbRWTx_1z4rTlK4550JUXNT8uLj7ihl8GWkHwRkGZPYuo8kLYWIWk9sFtGykODFgmdy8x7D6csaQwQAN8ffqISPzLtwgvWf71VLMe6QJPIOUcBr8-oalTMuD6DacFp_d7J1xeVtAsMzAdsKaN_vLEPEXBtihZyYGiyFBdjE8L45G8AlP_9aT4uenjz_OvpRX3z5fnH24Ko1sRS4RmqbTHYJWNbTV2EA78Fp1go-mbo22tR1UO1joalVpWUm0greVqLumHfUo1Unx6qA7U7xdMOX-Oi4UNste6kZKuf1MbdTrA2UopkQ49jO5CWjtBe8fkujPxfeLP0lcbvDLA0zJ_OP-J6XuAYO5ifw</recordid><startdate>20210921</startdate><enddate>20210921</enddate><creator>Zhang, Hong-Rui</creator><creator>Gu, Jin-Zhong</creator><creator>Kirillova, Marina V</creator><creator>Kirillov, Alexander M</creator><general>Royal Society of Chemistry</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><orcidid>https://orcid.org/0000-0001-6704-7370</orcidid><orcidid>https://orcid.org/0000-0002-2052-5280</orcidid><orcidid>https://orcid.org/0000-0002-4375-828X</orcidid></search><sort><creationdate>20210921</creationdate><title>Metal-organic architectures designed from a triphenyl-pentacarboxylate linker: hydrothermal assembly, structural multiplicity, and catalytic Knoevenagel condensation</title><author>Zhang, Hong-Rui ; Gu, Jin-Zhong ; Kirillova, Marina V ; Kirillov, Alexander M</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c281t-ea77959ea536a84f7a8b063910fc68c5d6db38bda96345242ed108416978f5f23</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2021</creationdate><topic>Assembly</topic><topic>Benzoic acid</topic><topic>Catalysis</topic><topic>Catalytic activity</topic><topic>Condensates</topic><topic>Coordination compounds</topic><topic>Coordination polymers</topic><topic>Crystal structure</topic><topic>Crystallization</topic><topic>Crystallography</topic><topic>Crystals</topic><topic>Dimers</topic><topic>Emission spectra</topic><topic>Inorganic chemistry</topic><topic>Malononitrile</topic><topic>Manganese</topic><topic>Metal-organic frameworks</topic><topic>Nickel</topic><topic>Parameters</topic><topic>Single crystals</topic><topic>Substrates</topic><topic>Topology</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Zhang, Hong-Rui</creatorcontrib><creatorcontrib>Gu, Jin-Zhong</creatorcontrib><creatorcontrib>Kirillova, Marina V</creatorcontrib><creatorcontrib>Kirillov, Alexander M</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><jtitle>Inorganic chemistry frontiers</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Zhang, Hong-Rui</au><au>Gu, Jin-Zhong</au><au>Kirillova, Marina V</au><au>Kirillov, Alexander M</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Metal-organic architectures designed from a triphenyl-pentacarboxylate linker: hydrothermal assembly, structural multiplicity, and catalytic Knoevenagel condensation</atitle><jtitle>Inorganic chemistry frontiers</jtitle><date>2021-09-21</date><risdate>2021</risdate><volume>8</volume><issue>18</issue><spage>429</spage><epage>4221</epage><pages>429-4221</pages><issn>2052-1553</issn><issn>2052-1545</issn><eissn>2052-1553</eissn><abstract>A triphenyl-pentacarboxylic acid, 3,5-di(2′,4′-dicarboxylphenyl)benzoic acid (H
5
ddba), was applied as an adaptable linker for the hydrothermal assembly of eight new metal(
ii
) coordination polymers (CPs) and complexes, formulated as [Cu
2
(μ-H
3
ddba)
2
(phen)
2
] (
1
), {[Cd
2
(μ
4
-Hddba)(phen)
2
(H
2
O)
2
]·2H
2
O}
n
(
2
), [M
4
(μ
3
-Hddba)
2
(2,2′-bipy)
6
(μ-H
2
O)]·6H
2
O (M = Ni (
3
), Mn (
4
)), {[Co
2
(μ
5
-Hddba)(μ-4,4′-bipy)
1.5
(H
2
O)]·H
2
O}
n
(
5
), {[Zn
2
(μ
5
-Hddba)(4,4′-bipy)
1.5
]·4,4′-bipy·2H
2
O}
n
(
6
), [Mn
2
(μ
6
-Hddba)(H
2
biim)(H
2
O)]
n
(
7
), and {[Cd
2
(μ
7
-ddba)(Hbpa)]·5H
2
O}
n
(
8
). The products
1-8
were generated from metal(
ii
) chlorides, H
5
ddba, and various N-donor supporting ligands acting as mediators of crystallization (
i.e.
, phen: 1,10-phenanthroline; 2,2′-bipy: 2,2′-bipyridine; 4,4′-bipy: 4,4′-bipyridine; H
2
biim: 2,2′-biimidazole; or bpa: bis(4-pyridyl)amine). All compounds were analyzed by standard methods (C/H/N analysis, FTIR, TGA and PXRD) including single-crystal X-ray diffraction. The structural multiplicity of
1-8
ranges from discrete dimers (
1
) or tetramers (
3
and
4
) to a 1D coordination polymer (
2
) and 3D metal-organic frameworks (
5-8
). Topological analysis of simplified H-bonded or metal-organic networks disclosed
fcu
(
1
), 2C1 (
2
),
dia
(
3
and
4
),
sra
(
6
), 3,4,7T3 (
8
), and unprecedented (
5
and
7
) topologies. The catalytic activity of
1-8
was investigated in a model Knoevenagel condensation between benzaldehydes and malononitrile, resulting in up to 99% yields of condensation products. The substrate scope, catalyst recycling, and effects of different reaction parameters were investigated. Finally, this work extends the use of H
5
ddba as an aromatic pentacarboxylate building block for the design of new metal-organic architectures with captivating structures and functional properties.
Eight new metal(
ii
) coordination compounds driven by a triphenyl-pentacarboxylate linker were hydrothermally assembled and fully characterized. Their structural features and catalytic behavior were investigated.</abstract><cop>London</cop><pub>Royal Society of Chemistry</pub><doi>10.1039/d1qi00680k</doi><tpages>13</tpages><orcidid>https://orcid.org/0000-0001-6704-7370</orcidid><orcidid>https://orcid.org/0000-0002-2052-5280</orcidid><orcidid>https://orcid.org/0000-0002-4375-828X</orcidid></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 2052-1553 |
| ispartof | Inorganic chemistry frontiers, 2021-09, Vol.8 (18), p.429-4221 |
| issn | 2052-1553 2052-1545 2052-1553 |
| language | eng |
| recordid | cdi_proquest_journals_2572221603 |
| source | Royal Society Of Chemistry Journals 2008- |
| subjects | Assembly Benzoic acid Catalysis Catalytic activity Condensates Coordination compounds Coordination polymers Crystal structure Crystallization Crystallography Crystals Dimers Emission spectra Inorganic chemistry Malononitrile Manganese Metal-organic frameworks Nickel Parameters Single crystals Substrates Topology |
| title | Metal-organic architectures designed from a triphenyl-pentacarboxylate linker: hydrothermal assembly, structural multiplicity, and catalytic Knoevenagel condensation |
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