Circular dichroism spectroscopy of catalyst preequilibrium in asymmetric autocatalysis of pyrimidyl alkanol
Mechanistic understanding of the asymmetric autocatalysis of pyrimidyl alkanol is a highly attractive and challenging topic due to its unique feature of amplification of enantiomeric excess. Circular dichroism spectroscopic analysis of this reaction allows monitoring of the structual changes of poss...
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Veröffentlicht in: | Chemical communications (Cambridge, England) England), 2021-10, Vol.57 (85), p.1129-11212 |
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creator | Matsumoto, Arimasa Tanaka, Ayame Kaimori, Yoshiyasu Hara, Natsuki Mikata, Yuji Soai, Kenso |
description | Mechanistic understanding of the asymmetric autocatalysis of pyrimidyl alkanol is a highly attractive and challenging topic due to its unique feature of amplification of enantiomeric excess. Circular dichroism spectroscopic analysis of this reaction allows monitoring of the structual changes of possible catalyst precursors in the solution state and shows characteristic temperature and solvent dependence. TD-DFT calculations suggest that these spectral changes are induced by a dimer-tetramer equilibrium of zinc alkoxides.
Circular dichroism spectroscopic analysis of the asymmetric autocatalytic reaction of pyrimidyl alkanol reveals the dimeric and tetrameric equilibria of the alkoxide catalyst in the solution state. |
doi_str_mv | 10.1039/d1cc04206h |
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Circular dichroism spectroscopic analysis of the asymmetric autocatalytic reaction of pyrimidyl alkanol reveals the dimeric and tetrameric equilibria of the alkoxide catalyst in the solution state.</description><subject>Alkoxides</subject><subject>Asymmetry</subject><subject>Autocatalysis</subject><subject>Catalysts</subject><subject>Dichroism</subject><subject>Dimers</subject><subject>Temperature dependence</subject><issn>1359-7345</issn><issn>1364-548X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2021</creationdate><recordtype>article</recordtype><recordid>eNpFkM9LwzAUgIMoOKcX70LAm1BNmqRNjlKnEwZeFLyVNElZtnbpkvTQ_97MDX2X9w7f-_UBcIvRI0ZEPGmsFKI5KtZnYIZJQTNG-ff5oWYiKwlll-AqhA1KgRmfgW1lvRo76aG2au2dDT0Mg1HRu6DcMEHXQiWj7KYQ4eCN2Y-2s423Yw_tDsow9b2J3ioox-hOpA2HtmHytrd66qDstnLnumtw0coumJtTnoOv18VntcxWH2_v1fMqU4SjmIkmR8poShvJmGa0NLRshBJFqwklbVMIVWDc0pwISjSXmpWJpKKgWiKc52QO7o9zB-_2owmx3rjR79LKOmecccq4EIl6OFIqvRq8aesh3Sv9VGNUH2TWL7iqfmUuE3x3hH1Qf9y_bPIDgAhzqg</recordid><startdate>20211026</startdate><enddate>20211026</enddate><creator>Matsumoto, Arimasa</creator><creator>Tanaka, Ayame</creator><creator>Kaimori, Yoshiyasu</creator><creator>Hara, Natsuki</creator><creator>Mikata, Yuji</creator><creator>Soai, Kenso</creator><general>Royal Society of Chemistry</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope><orcidid>https://orcid.org/0000-0002-9450-0908</orcidid><orcidid>https://orcid.org/0000-0002-1001-572X</orcidid><orcidid>https://orcid.org/0000-0002-8060-444X</orcidid></search><sort><creationdate>20211026</creationdate><title>Circular dichroism spectroscopy of catalyst preequilibrium in asymmetric autocatalysis of pyrimidyl alkanol</title><author>Matsumoto, Arimasa ; Tanaka, Ayame ; Kaimori, Yoshiyasu ; Hara, Natsuki ; Mikata, Yuji ; Soai, Kenso</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c380t-9b20ced44ba55d547e47b9c96fd343fb69c611f423943d8ad57ba54964da01223</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2021</creationdate><topic>Alkoxides</topic><topic>Asymmetry</topic><topic>Autocatalysis</topic><topic>Catalysts</topic><topic>Dichroism</topic><topic>Dimers</topic><topic>Temperature dependence</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Matsumoto, Arimasa</creatorcontrib><creatorcontrib>Tanaka, Ayame</creatorcontrib><creatorcontrib>Kaimori, Yoshiyasu</creatorcontrib><creatorcontrib>Hara, Natsuki</creatorcontrib><creatorcontrib>Mikata, Yuji</creatorcontrib><creatorcontrib>Soai, Kenso</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</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>Chemical communications (Cambridge, England)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Matsumoto, Arimasa</au><au>Tanaka, Ayame</au><au>Kaimori, Yoshiyasu</au><au>Hara, Natsuki</au><au>Mikata, Yuji</au><au>Soai, Kenso</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Circular dichroism spectroscopy of catalyst preequilibrium in asymmetric autocatalysis of pyrimidyl alkanol</atitle><jtitle>Chemical communications (Cambridge, England)</jtitle><date>2021-10-26</date><risdate>2021</risdate><volume>57</volume><issue>85</issue><spage>1129</spage><epage>11212</epage><pages>1129-11212</pages><issn>1359-7345</issn><eissn>1364-548X</eissn><abstract>Mechanistic understanding of the asymmetric autocatalysis of pyrimidyl alkanol is a highly attractive and challenging topic due to its unique feature of amplification of enantiomeric excess. Circular dichroism spectroscopic analysis of this reaction allows monitoring of the structual changes of possible catalyst precursors in the solution state and shows characteristic temperature and solvent dependence. TD-DFT calculations suggest that these spectral changes are induced by a dimer-tetramer equilibrium of zinc alkoxides.
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source | Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
subjects | Alkoxides Asymmetry Autocatalysis Catalysts Dichroism Dimers Temperature dependence |
title | Circular dichroism spectroscopy of catalyst preequilibrium in asymmetric autocatalysis of pyrimidyl alkanol |
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