Alkyl substituents triggered an unexpected formation of mono‐and dinuclear zirconium hydrazonate complexes: synthesis, characterization and their catalytic behavior toward ethylene polymerization

Mononuclear zirconium complex 3a of the molecular identity [Zr[η2‐(C4H3O)C (Et) = NNPh]Cl3(THF)2], dinuclear zirconium complexes 3b [{Zr[η2‐(C4H3O)C(i‐Pr) = NNPh]2}2(μ2‐Cl)3(μ3‐Cl)2Li(Et2O)] and 3c [{Zr[η2‐(C4H3O)C(t‐Bu) = NNPh]2}2Cl2(μ2‐Cl)2] have been synthesized by the treatment of lithium salt o...

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Veröffentlicht in:Applied organometallic chemistry 2020-05, Vol.34 (5), p.n/a
Hauptverfasser: Duan, Xin‐E, Yuan, Bo, Li, Rui, Vignesh, Arumugam, Bariashir, Chantsalnyam, Li, Zilong, Bai, Sheng‐Di, Ma, Yanping, Chao, Jian‐Bin, Tong, Hong‐Bo, Sun, Wen‐Hua
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container_issue 5
container_start_page
container_title Applied organometallic chemistry
container_volume 34
creator Duan, Xin‐E
Yuan, Bo
Li, Rui
Vignesh, Arumugam
Bariashir, Chantsalnyam
Li, Zilong
Bai, Sheng‐Di
Ma, Yanping
Chao, Jian‐Bin
Tong, Hong‐Bo
Sun, Wen‐Hua
description Mononuclear zirconium complex 3a of the molecular identity [Zr[η2‐(C4H3O)C (Et) = NNPh]Cl3(THF)2], dinuclear zirconium complexes 3b [{Zr[η2‐(C4H3O)C(i‐Pr) = NNPh]2}2(μ2‐Cl)3(μ3‐Cl)2Li(Et2O)] and 3c [{Zr[η2‐(C4H3O)C(t‐Bu) = NNPh]2}2Cl2(μ2‐Cl)2] have been synthesized by the treatment of lithium salt of (C4H3O)C(R) = NNHPh (R = CH3CH2, 1a; R = (CH3)2CH, 1b; R = (CH3)3C, 1c), with different molar ratios of anhydrous zirconium tetrachloride. Of these, complex 3b was formed with lithium adduct and no such adduct was found in complex 3c. Compound 1a and all the zirconium complexes (3a‐3c) were structurally characterized by single‐crystal X‐ray diffraction studies. Thus, it revealed that each hydrazonato ligand acts in a strained η2‐coordination fashion for the three zirconium complexes. The molecular structures of the three zirconium complexes (3a‐3c) reveal the existence of intramolecular hydrogen bonding interactions. Interestingly, complexes 3a and 3b assemble into a two‐dimensional network structure through intermolecular hydrogen‐bonding interactions. Upon activation with methylaluminoxane (MAO), all the complexes namely 3a, 3b, and 3c exhibited moderate catalytic activities toward ethylene polymerization and produced high molecular weight polyethylene with narrow molecular weight distributions. The mono‐ and di‐nuclear zirconium complexes based on ŋ2‐hydrazonides ligands which bearing differently bulky alkyl substituents were synthesized and successfully utilized as catalyst in ethylene polymerization reactions. The resultant polyethylene is showed high molecular weight.
doi_str_mv 10.1002/aoc.5586
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Of these, complex 3b was formed with lithium adduct and no such adduct was found in complex 3c. Compound 1a and all the zirconium complexes (3a‐3c) were structurally characterized by single‐crystal X‐ray diffraction studies. Thus, it revealed that each hydrazonato ligand acts in a strained η2‐coordination fashion for the three zirconium complexes. The molecular structures of the three zirconium complexes (3a‐3c) reveal the existence of intramolecular hydrogen bonding interactions. Interestingly, complexes 3a and 3b assemble into a two‐dimensional network structure through intermolecular hydrogen‐bonding interactions. Upon activation with methylaluminoxane (MAO), all the complexes namely 3a, 3b, and 3c exhibited moderate catalytic activities toward ethylene polymerization and produced high molecular weight polyethylene with narrow molecular weight distributions. The mono‐ and di‐nuclear zirconium complexes based on ŋ2‐hydrazonides ligands which bearing differently bulky alkyl substituents were synthesized and successfully utilized as catalyst in ethylene polymerization reactions. The resultant polyethylene is showed high molecular weight.</description><identifier>ISSN: 0268-2605</identifier><identifier>EISSN: 1099-0739</identifier><identifier>DOI: 10.1002/aoc.5586</identifier><language>eng</language><publisher>Chichester: Wiley Subscription Services, Inc</publisher><subject>Chemical synthesis ; Chemistry ; Crystal structure ; ethylene polymerization ; hydrazonato ligand ; Hydrogen bonding ; Lithium ; lithium salt ; Molecular structure ; Molecular weight ; Polyethylenes ; Polymerization ; Zirconium ; zirconium complexes</subject><ispartof>Applied organometallic chemistry, 2020-05, Vol.34 (5), p.n/a</ispartof><rights>2020 John Wiley &amp; Sons, Ltd.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3306-18bff6937f3d9c9d86fb8b6a89fbccc3bdf3f21a673148002fda4e8ed79da42e3</citedby><cites>FETCH-LOGICAL-c3306-18bff6937f3d9c9d86fb8b6a89fbccc3bdf3f21a673148002fda4e8ed79da42e3</cites><orcidid>0000-0002-6614-9284</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Faoc.5586$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Faoc.5586$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27901,27902,45550,45551</link.rule.ids></links><search><creatorcontrib>Duan, Xin‐E</creatorcontrib><creatorcontrib>Yuan, Bo</creatorcontrib><creatorcontrib>Li, Rui</creatorcontrib><creatorcontrib>Vignesh, Arumugam</creatorcontrib><creatorcontrib>Bariashir, Chantsalnyam</creatorcontrib><creatorcontrib>Li, Zilong</creatorcontrib><creatorcontrib>Bai, Sheng‐Di</creatorcontrib><creatorcontrib>Ma, Yanping</creatorcontrib><creatorcontrib>Chao, Jian‐Bin</creatorcontrib><creatorcontrib>Tong, Hong‐Bo</creatorcontrib><creatorcontrib>Sun, Wen‐Hua</creatorcontrib><title>Alkyl substituents triggered an unexpected formation of mono‐and dinuclear zirconium hydrazonate complexes: synthesis, characterization and their catalytic behavior toward ethylene polymerization</title><title>Applied organometallic chemistry</title><description>Mononuclear zirconium complex 3a of the molecular identity [Zr[η2‐(C4H3O)C (Et) = NNPh]Cl3(THF)2], dinuclear zirconium complexes 3b [{Zr[η2‐(C4H3O)C(i‐Pr) = NNPh]2}2(μ2‐Cl)3(μ3‐Cl)2Li(Et2O)] and 3c [{Zr[η2‐(C4H3O)C(t‐Bu) = NNPh]2}2Cl2(μ2‐Cl)2] have been synthesized by the treatment of lithium salt of (C4H3O)C(R) = NNHPh (R = CH3CH2, 1a; R = (CH3)2CH, 1b; R = (CH3)3C, 1c), with different molar ratios of anhydrous zirconium tetrachloride. Of these, complex 3b was formed with lithium adduct and no such adduct was found in complex 3c. Compound 1a and all the zirconium complexes (3a‐3c) were structurally characterized by single‐crystal X‐ray diffraction studies. Thus, it revealed that each hydrazonato ligand acts in a strained η2‐coordination fashion for the three zirconium complexes. The molecular structures of the three zirconium complexes (3a‐3c) reveal the existence of intramolecular hydrogen bonding interactions. Interestingly, complexes 3a and 3b assemble into a two‐dimensional network structure through intermolecular hydrogen‐bonding interactions. Upon activation with methylaluminoxane (MAO), all the complexes namely 3a, 3b, and 3c exhibited moderate catalytic activities toward ethylene polymerization and produced high molecular weight polyethylene with narrow molecular weight distributions. The mono‐ and di‐nuclear zirconium complexes based on ŋ2‐hydrazonides ligands which bearing differently bulky alkyl substituents were synthesized and successfully utilized as catalyst in ethylene polymerization reactions. The resultant polyethylene is showed high molecular weight.</description><subject>Chemical synthesis</subject><subject>Chemistry</subject><subject>Crystal structure</subject><subject>ethylene polymerization</subject><subject>hydrazonato ligand</subject><subject>Hydrogen bonding</subject><subject>Lithium</subject><subject>lithium salt</subject><subject>Molecular structure</subject><subject>Molecular weight</subject><subject>Polyethylenes</subject><subject>Polymerization</subject><subject>Zirconium</subject><subject>zirconium complexes</subject><issn>0268-2605</issn><issn>1099-0739</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><recordid>eNp1kUuO1DAQhi0EEs2AxBEssWFBBifuTmx2rRYvaaTZwDqq2OWJB8cOtsNMesURuBQX4SS4acSOTT1UX_0l1U_I85pd1ow1ryGoy91OtA_IpmZSVqzj8iHZsKYVVdOy3WPyJKVbxphs6-2G_Ny7L6ujaRlStnlBnxPN0d7cYERNwdPF4_2MKpfOhDhBtsHTYOgUfPj1_Qd4TbX1i3IIkR5tVMHbZaLjqiMcg4eMVIVpdniP6Q1Nq88jJpteUTVChKIb7fEsepIqQxupggxuzVbRAUf4ZkOkOdxB1BTzuDr0SOfg1unf7lPyyIBL-OxvviCf3739dPhQXV2__3jYX1WKc9ZWtRiMaSXvDNdSSS1aM4ihBSHNoJTigzbcNDW0Ha-3onzTaNiiQN3JUjTIL8iLs-4cw9cFU-5vwxJ9Odk3XOy6U-CFenmmVAwpRTT9HO0Ece1r1p9M6otJ_cmkglZn9M46XP_L9fvrwx_-N2wXnH8</recordid><startdate>202005</startdate><enddate>202005</enddate><creator>Duan, Xin‐E</creator><creator>Yuan, Bo</creator><creator>Li, Rui</creator><creator>Vignesh, Arumugam</creator><creator>Bariashir, Chantsalnyam</creator><creator>Li, Zilong</creator><creator>Bai, Sheng‐Di</creator><creator>Ma, Yanping</creator><creator>Chao, Jian‐Bin</creator><creator>Tong, Hong‐Bo</creator><creator>Sun, Wen‐Hua</creator><general>Wiley Subscription Services, Inc</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope><orcidid>https://orcid.org/0000-0002-6614-9284</orcidid></search><sort><creationdate>202005</creationdate><title>Alkyl substituents triggered an unexpected formation of mono‐and dinuclear zirconium hydrazonate complexes: synthesis, characterization and their catalytic behavior toward ethylene polymerization</title><author>Duan, Xin‐E ; Yuan, Bo ; Li, Rui ; Vignesh, Arumugam ; Bariashir, Chantsalnyam ; Li, Zilong ; Bai, Sheng‐Di ; Ma, Yanping ; Chao, Jian‐Bin ; Tong, Hong‐Bo ; Sun, Wen‐Hua</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3306-18bff6937f3d9c9d86fb8b6a89fbccc3bdf3f21a673148002fda4e8ed79da42e3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Chemical synthesis</topic><topic>Chemistry</topic><topic>Crystal structure</topic><topic>ethylene polymerization</topic><topic>hydrazonato ligand</topic><topic>Hydrogen bonding</topic><topic>Lithium</topic><topic>lithium salt</topic><topic>Molecular structure</topic><topic>Molecular weight</topic><topic>Polyethylenes</topic><topic>Polymerization</topic><topic>Zirconium</topic><topic>zirconium complexes</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Duan, Xin‐E</creatorcontrib><creatorcontrib>Yuan, Bo</creatorcontrib><creatorcontrib>Li, Rui</creatorcontrib><creatorcontrib>Vignesh, Arumugam</creatorcontrib><creatorcontrib>Bariashir, Chantsalnyam</creatorcontrib><creatorcontrib>Li, Zilong</creatorcontrib><creatorcontrib>Bai, Sheng‐Di</creatorcontrib><creatorcontrib>Ma, Yanping</creatorcontrib><creatorcontrib>Chao, Jian‐Bin</creatorcontrib><creatorcontrib>Tong, Hong‐Bo</creatorcontrib><creatorcontrib>Sun, Wen‐Hua</creatorcontrib><collection>CrossRef</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><jtitle>Applied organometallic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Duan, Xin‐E</au><au>Yuan, Bo</au><au>Li, Rui</au><au>Vignesh, Arumugam</au><au>Bariashir, Chantsalnyam</au><au>Li, Zilong</au><au>Bai, Sheng‐Di</au><au>Ma, Yanping</au><au>Chao, Jian‐Bin</au><au>Tong, Hong‐Bo</au><au>Sun, Wen‐Hua</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Alkyl substituents triggered an unexpected formation of mono‐and dinuclear zirconium hydrazonate complexes: synthesis, characterization and their catalytic behavior toward ethylene polymerization</atitle><jtitle>Applied organometallic chemistry</jtitle><date>2020-05</date><risdate>2020</risdate><volume>34</volume><issue>5</issue><epage>n/a</epage><issn>0268-2605</issn><eissn>1099-0739</eissn><abstract>Mononuclear zirconium complex 3a of the molecular identity [Zr[η2‐(C4H3O)C (Et) = NNPh]Cl3(THF)2], dinuclear zirconium complexes 3b [{Zr[η2‐(C4H3O)C(i‐Pr) = NNPh]2}2(μ2‐Cl)3(μ3‐Cl)2Li(Et2O)] and 3c [{Zr[η2‐(C4H3O)C(t‐Bu) = NNPh]2}2Cl2(μ2‐Cl)2] have been synthesized by the treatment of lithium salt of (C4H3O)C(R) = NNHPh (R = CH3CH2, 1a; R = (CH3)2CH, 1b; R = (CH3)3C, 1c), with different molar ratios of anhydrous zirconium tetrachloride. Of these, complex 3b was formed with lithium adduct and no such adduct was found in complex 3c. Compound 1a and all the zirconium complexes (3a‐3c) were structurally characterized by single‐crystal X‐ray diffraction studies. Thus, it revealed that each hydrazonato ligand acts in a strained η2‐coordination fashion for the three zirconium complexes. The molecular structures of the three zirconium complexes (3a‐3c) reveal the existence of intramolecular hydrogen bonding interactions. Interestingly, complexes 3a and 3b assemble into a two‐dimensional network structure through intermolecular hydrogen‐bonding interactions. Upon activation with methylaluminoxane (MAO), all the complexes namely 3a, 3b, and 3c exhibited moderate catalytic activities toward ethylene polymerization and produced high molecular weight polyethylene with narrow molecular weight distributions. The mono‐ and di‐nuclear zirconium complexes based on ŋ2‐hydrazonides ligands which bearing differently bulky alkyl substituents were synthesized and successfully utilized as catalyst in ethylene polymerization reactions. The resultant polyethylene is showed high molecular weight.</abstract><cop>Chichester</cop><pub>Wiley Subscription Services, Inc</pub><doi>10.1002/aoc.5586</doi><tpages>17</tpages><orcidid>https://orcid.org/0000-0002-6614-9284</orcidid></addata></record>
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subjects Chemical synthesis
Chemistry
Crystal structure
ethylene polymerization
hydrazonato ligand
Hydrogen bonding
Lithium
lithium salt
Molecular structure
Molecular weight
Polyethylenes
Polymerization
Zirconium
zirconium complexes
title Alkyl substituents triggered an unexpected formation of mono‐and dinuclear zirconium hydrazonate complexes: synthesis, characterization and their catalytic behavior toward ethylene polymerization
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