{"created":"2025-02-21T04:37:15.429083+00:00","id":2008861,"links":{},"metadata":{"_buckets":{"deposit":"d96f3c82-998b-4236-9359-57948fd43e34"},"_deposit":{"created_by":41,"id":"2008861","owners":[41],"pid":{"revision_id":0,"type":"depid","value":"2008861"},"status":"published"},"_oai":{"id":"oai:hiroshima.repo.nii.ac.jp:02008861","sets":["1730444907710"]},"author_link":[],"item_1617186331708":{"attribute_name":"Title","attribute_value_mlt":[{"subitem_title":"Origin of the axial-alkyl preference of (R)-alpha-phellandrene and related compounds investigated by high-level ab initio MO calculations. Importance of the CH/pi hydrogen bond","subitem_title_language":"en"}]},"item_1617186419668":{"attribute_name":"Creator","attribute_type":"creator","attribute_value_mlt":[{"creatorNames":[{"creatorName":"Takahashi, Osamu","creatorNameLang":"en"}],"familyNames":[{"familyName":"Takahashi","familyNameLang":"en"}],"givenNames":[{"givenName":"Osamu","givenNameLang":"en"}]},{"creatorNames":[{"creatorName":"Yamasaki, Katsuyoshi","creatorNameLang":"en"}],"familyNames":[{"familyName":"Yamasaki","familyNameLang":"en"}],"givenNames":[{"givenName":"Katsuyoshi","givenNameLang":"en"}]},{"creatorNames":[{"creatorName":"Kohno, Yuji","creatorNameLang":"en"}],"familyNames":[{"familyName":"Kohno","familyNameLang":"en"}],"givenNames":[{"givenName":"Yuji","givenNameLang":"en"}]},{"creatorNames":[{"creatorName":"Ueda, Kazuyoshi","creatorNameLang":"en"}],"familyNames":[{"familyName":"Ueda","familyNameLang":"en"}],"givenNames":[{"givenName":"Kazuyoshi","givenNameLang":"en"}]},{"creatorNames":[{"creatorName":"Suezawa, Hiroko","creatorNameLang":"en"}],"familyNames":[{"familyName":"Suezawa","familyNameLang":"en"}],"givenNames":[{"givenName":"Hiroko","givenNameLang":"en"}]},{"creatorNames":[{"creatorName":"Nishio, Motohiro","creatorNameLang":"en"}],"familyNames":[{"familyName":"Nishio","familyNameLang":"en"}],"givenNames":[{"givenName":"Motohiro","givenNameLang":"en"}]}]},"item_1617186476635":{"attribute_name":"Access Rights","attribute_value_mlt":[{"subitem_access_right":"open access","subitem_access_right_uri":"http://purl.org/coar/access_right/c_abf2"}]},"item_1617186499011":{"attribute_name":"Rights","attribute_value_mlt":[{"subitem_rights":"Copyright (c) 2008 Elsevier Ltd"}]},"item_1617186609386":{"attribute_name":"Subject","attribute_value_mlt":[{"subitem_subject":"430","subitem_subject_scheme":"NDC"}]},"item_1617186626617":{"attribute_name":"Description","attribute_value_mlt":[{"subitem_description":"Ab initio MO calculations were carried out, at the MP2/6-311++G(d,p)//MP2/6-311G(d,p) level, to investigate the Gibbs energy of conformational isomers of (R)-α-phellandrene and related 5-alkyl-1,3-cyclohexadienes. It has been found that the conformer bearing the 5-alkyl group in axial orientation is more stable than the equatorial congener. The result is consistent with experimental evidence that the axial-isopropyl conformer prevails in the conformational equilibrium of α-phellandrene. The reason for the stability of the folded conformer has been sought in the context of the CH/π hydrogen bond. A number of short non-bond distances have been disclosed in the axial conformers, between CHs in the 5-alkyl group and sp2-carbons of the cyclohexadiene ring. We suggest that the stability of the folded conformation often observed in conjugated diene compounds of natural origin, such as α-phellandrene and levopimaric acid, is attributed to an attractive molecular force, the CH/π hydrogen bond.","subitem_description_language":"en"}]},"item_1617186643794":{"attribute_name":"Publisher","attribute_value_mlt":[{"subitem_publisher":"Elsevier Ltd"}]},"item_1617186702042":{"attribute_name":"Language","attribute_value_mlt":[{"subitem_language":"eng"}]},"item_1617186920753":{"attribute_name":"Source Identifier","attribute_value_mlt":[{"subitem_source_identifier":"0040-4020","subitem_source_identifier_type":"ISSN"},{"subitem_source_identifier":"AA00861787","subitem_source_identifier_type":"NCID"}]},"item_1617187024783":{"attribute_name":"Page Start","attribute_value_mlt":[{"subitem_start_page":"5773"}]},"item_1617187056579":{"attribute_name":"Bibliographic Information","attribute_value_mlt":[{"bibliographicIssueDates":{"bibliographicIssueDate":"2008-06","bibliographicIssueDateType":"Issued"},"bibliographicIssueNumber":"24","bibliographicPageEnd":"5778","bibliographicPageStart":"5773","bibliographicVolumeNumber":"64","bibliographic_titles":[{"bibliographic_title":"Tetrahedron"},{"bibliographic_title":"Tetrahedron"}]}]},"item_1617258105262":{"attribute_name":"Resource Type","attribute_value_mlt":[{"resourcetype":"journal article","resourceuri":"http://purl.org/coar/resource_type/c_6501"}]},"item_1617265215918":{"attribute_name":"Version Type","attribute_value_mlt":[{"subitem_version_resource":"http://purl.org/coar/version/c_b1a7d7d4d402bcce","subitem_version_type":"AO"}]},"item_1617353299429":{"attribute_name":"Relation","attribute_value_mlt":[{"subitem_relation_type_id":{"subitem_relation_type_id_text":"10.1016/j.tet.2008.04.007","subitem_relation_type_select":"DOI"}},{"subitem_relation_type":"isVersionOf","subitem_relation_type_id":{"subitem_relation_type_id_text":"http://dx.doi.org/10.1016/j.tet.2008.04.007","subitem_relation_type_select":"DOI"}}]},"item_1617605131499":{"attribute_name":"File","attribute_type":"file","attribute_value_mlt":[{"accessrole":"open_access","date":[{"dateType":"Available","dateValue":"2023-03-18"}],"displaytype":"simple","filename":"Tetrahedron_64_5773.pdf","filesize":[{"value":"199.4 KB"}],"mimetype":"application/pdf","url":{"objectType":"fulltext","url":"https://hiroshima.repo.nii.ac.jp/record/2008861/files/Tetrahedron_64_5773.pdf"},"version_id":"72a6ec7f-d961-4b23-bf41-cabc15c87565"}]},"item_1732771732025":{"attribute_name":"旧ID","attribute_value":"25572"},"item_title":"Origin of the axial-alkyl preference of (R)-alpha-phellandrene and related compounds investigated by high-level ab initio MO calculations. Importance of the CH/pi hydrogen bond","item_type_id":"40003","owner":"41","path":["1730444907710"],"pubdate":{"attribute_name":"PubDate","attribute_value":"2023-03-18"},"publish_date":"2023-03-18","publish_status":"0","recid":"2008861","relation_version_is_last":true,"title":["Origin of the axial-alkyl preference of (R)-alpha-phellandrene and related compounds investigated by high-level ab initio MO calculations. Importance of the CH/pi hydrogen bond"],"weko_creator_id":"41","weko_shared_id":-1},"updated":"2025-02-22T04:30:39.620453+00:00"}