{"created":"2021-03-01T06:33:45.580301+00:00","id":25713,"links":{},"metadata":{"_buckets":{"deposit":"199130ab-400d-42fe-a254-e1cefac39c75"},"_deposit":{"id":"25713","owners":[],"pid":{"revision_id":0,"type":"depid","value":"25713"},"status":"published"},"_oai":{"id":"oai:nagoya.repo.nii.ac.jp:00025713","sets":["320:321:322"]},"author_link":["76182","76183","76184","76185"],"item_10_biblio_info_6":{"attribute_name":"書誌情報","attribute_value_mlt":[{"bibliographicIssueDates":{"bibliographicIssueDate":"2017-05-31","bibliographicIssueDateType":"Issued"},"bibliographicIssueNumber":"21","bibliographicPageEnd":"7398","bibliographicPageStart":"7388","bibliographicVolumeNumber":"139","bibliographic_titles":[{"bibliographic_title":"Journal of the American Chemical Society","bibliographic_titleLang":"en"}]}]},"item_10_description_4":{"attribute_name":"抄録","attribute_value_mlt":[{"subitem_description":"A series of optically active amidine dimers composed of m-terphenyl backbones joined by a variety of linkers, such as achiral and chiral p-phenylene and chiral amide linkers, were synthesized and used as templates for the regio- (head-to-tail (HT) or head-to-head (HH)), diastereo- (anti or syn), and enantioselective [4 + 4] photocyclodimerization of an achiral m-terphenyl-based carboxylic acid monomer bearing a prochiral 2-substituted anthracene at one end (1) through complementary amidinium–carboxylate salt bridges. The amidine dimers linked by p-phenylene linkages almost exclusively afforded the chiral syn-HT and anti-HH dimers at 25 °C, while those joined by amide linkers produced all four dimers. The p-phenylene-linked templates tended to enhance the syn-HT-photodimer formation at high temperatures with no significant changes in the product enantiomeric excess (ee), while the anti-HH-photodimer formation remarkably increased with the decreasing temperature accompanied by a significant enhancement of the product ee up to −86% at −50 °C. Temperature-dependent inversion of the chirality of the anti-HH dimer was observed when the chiral phenylene-linked amidine dimer was used and the product ee was changed from 22% at 50 °C to −86% at −50 °C. A similar enhancement of the enantioselectivity of the anti-HH dimer was also observed for the chiral amide-linked template, producing the anti-HH dimer with up to −88% ee at −50 °C. The observed difference in the regio-, diastereo-, and enantioselectivities due to the difference in the linker structures of the amidine dimers during the template-directed photodimerization of 1 was discussed on the basis of a reversible conformational change in the amidine dimers complexed with 1.","subitem_description_language":"en","subitem_description_type":"Abstract"}]},"item_10_description_5":{"attribute_name":"内容記述","attribute_value_mlt":[{"subitem_description":"ファイル公開日: 2018/05/09","subitem_description_language":"ja","subitem_description_type":"Other"},{"subitem_description":"Publication Date (Web): May 9, 2017","subitem_description_language":"en","subitem_description_type":"Other"}]},"item_10_publisher_32":{"attribute_name":"出版者","attribute_value_mlt":[{"subitem_publisher":"ACS Publications","subitem_publisher_language":"en"}]},"item_10_relation_11":{"attribute_name":"DOI","attribute_value_mlt":[{"subitem_relation_type":"isVersionOf","subitem_relation_type_id":{"subitem_relation_type_id_text":"https://doi.org/10.1021/jacs.7b03317","subitem_relation_type_select":"DOI"}}]},"item_10_rights_12":{"attribute_name":"権利","attribute_value_mlt":[{"subitem_rights":"“This document is the Accepted Manuscript version of a Published Work that appeared in final form in [Journal of the American Chemical Society], copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see [http://pubs.acs.org/articlesonrequest/AOR-FIZ9qCwueg6mpxPjheCr].” ","subitem_rights_language":"en"}]},"item_10_select_15":{"attribute_name":"著者版フラグ","attribute_value_mlt":[{"subitem_select_item":"author"}]},"item_10_source_id_7":{"attribute_name":"ISSN","attribute_value_mlt":[{"subitem_source_identifier":"0002-7863","subitem_source_identifier_type":"PISSN"}]},"item_1615787544753":{"attribute_name":"出版タイプ","attribute_value_mlt":[{"subitem_version_resource":"http://purl.org/coar/version/c_ab4af688f83e57aa","subitem_version_type":"AM"}]},"item_access_right":{"attribute_name":"アクセス権","attribute_value_mlt":[{"subitem_access_right":"open access","subitem_access_right_uri":"http://purl.org/coar/access_right/c_abf2"}]},"item_creator":{"attribute_name":"著者","attribute_type":"creator","attribute_value_mlt":[{"creatorNames":[{"creatorName":"Tanabe, Junki","creatorNameLang":"en"}],"nameIdentifiers":[{"nameIdentifier":"76182","nameIdentifierScheme":"WEKO"}]},{"creatorNames":[{"creatorName":"Taura, Daisuke","creatorNameLang":"en"}],"nameIdentifiers":[{"nameIdentifier":"76183","nameIdentifierScheme":"WEKO"}]},{"creatorNames":[{"creatorName":"Ousaka, Naoki","creatorNameLang":"en"}],"nameIdentifiers":[{"nameIdentifier":"76184","nameIdentifierScheme":"WEKO"}]},{"creatorNames":[{"creatorName":"Yashima, Eiji","creatorNameLang":"en"}],"nameIdentifiers":[{"nameIdentifier":"76185","nameIdentifierScheme":"WEKO"}]}]},"item_files":{"attribute_name":"ファイル情報","attribute_type":"file","attribute_value_mlt":[{"accessrole":"open_date","date":[{"dateType":"Available","dateValue":"2018-05-09"}],"displaytype":"detail","filename":"Yashima_rev.pdf","filesize":[{"value":"4.4 MB"}],"format":"application/pdf","licensetype":"license_note","mimetype":"application/pdf","url":{"label":"Yashima_rev","objectType":"fulltext","url":"https://nagoya.repo.nii.ac.jp/record/25713/files/Yashima_rev.pdf"},"version_id":"1f9d4dd7-9767-417a-87b6-cef65e624927"}]},"item_language":{"attribute_name":"言語","attribute_value_mlt":[{"subitem_language":"eng"}]},"item_resource_type":{"attribute_name":"資源タイプ","attribute_value_mlt":[{"resourcetype":"journal article","resourceuri":"http://purl.org/coar/resource_type/c_6501"}]},"item_title":"Chiral Template-Directed Regio-, Diastereo-, and Enantioselective Photodimerization of an Anthracene Derivative Assisted by Complementary Amidinium–Carboxylate Salt Bridge Formation","item_titles":{"attribute_name":"タイトル","attribute_value_mlt":[{"subitem_title":"Chiral Template-Directed Regio-, Diastereo-, and Enantioselective Photodimerization of an Anthracene Derivative Assisted by Complementary Amidinium–Carboxylate Salt Bridge Formation","subitem_title_language":"en"}]},"item_type_id":"10","owner":"1","path":["322"],"pubdate":{"attribute_name":"PubDate","attribute_value":"2018-04-18"},"publish_date":"2018-04-18","publish_status":"0","recid":"25713","relation_version_is_last":true,"title":["Chiral Template-Directed Regio-, Diastereo-, and Enantioselective Photodimerization of an Anthracene Derivative Assisted by Complementary Amidinium–Carboxylate Salt Bridge Formation"],"weko_creator_id":"1","weko_shared_id":-1},"updated":"2023-01-16T04:16:23.785970+00:00"}