Show simple item record

dc.contributor.authorMorgan, Matthew M.
dc.contributor.authorPatrick, Evan A.
dc.contributor.authorRautiainen, Mikko
dc.contributor.authorTuononen, Heikki
dc.contributor.authorPiers, Warren E.
dc.contributor.authorSpasyuk, Denis M.
dc.date.accessioned2017-08-08T10:51:04Z
dc.date.available2018-03-18T22:45:08Z
dc.date.issued2017
dc.identifier.citationMorgan, M. M., Patrick, E. A., Rautiainen, M., Tuononen, H., Piers, W. E., & Spasyuk, D. M. (2017). Zirconocene-Based Methods for the Preparation of BN-Indenes : Application to the Synthesis of 1,5-Dibora-4a,8a-diaza-1,2,3,5,6,7-hexaaryl-4,8-dimethyl-s-indacenes. <i>Organometallics</i>, <i>36</i>(14), 2541-2551. <a href="https://doi.org/10.1021/acs.organomet.7b00051" target="_blank">https://doi.org/10.1021/acs.organomet.7b00051</a>
dc.identifier.otherCONVID_26898995
dc.identifier.otherTUTKAID_73207
dc.identifier.urihttps://jyx.jyu.fi/handle/123456789/55032
dc.description.abstractA method for the preparation of 3-bora-9aza-indene heterocycles based on zirconocene mediated functionalization of the ortho-CH bonds of pyridines has been developed and used to make two such compounds. Unlike other methods, the boron center in these heterocycles remains functionalized with a chloride ligand and so the compounds can be further elaborated through halide abstraction and reduction. The utility of the method was further demonstrated by applying it towards the preparation of 1,5- dibora-4a,8a-diaza BN analogues of the intriguing hydrocarbon s-indacene starting from 2,5-dimethylpyrazine. Gram quantities of one such compound was prepared and fully characterized, and both experimental and computational data is presented to compare its properties to those of the parent hydrocarbon s-indacene. These data indicate that the BN substituted derivative exhibits lowered aromaticity in relation to the hydrocarbon.
dc.language.isoeng
dc.publisherAmerican Chemical Society
dc.relation.ispartofseriesOrganometallics
dc.subject.otherzirconocene-based methods
dc.subject.otherBN-indenes
dc.titleZirconocene-Based Methods for the Preparation of BN-Indenes : Application to the Synthesis of 1,5-Dibora-4a,8a-diaza-1,2,3,5,6,7-hexaaryl-4,8-dimethyl-s-indacenes
dc.typearticle
dc.identifier.urnURN:NBN:fi:jyu-201707313376
dc.contributor.laitosKemian laitosfi
dc.contributor.laitosDepartment of Chemistryen
dc.contributor.oppiaineEpäorgaaninen ja analyyttinen kemiafi
dc.contributor.oppiaineNanoscience Centerfi
dc.contributor.oppiaineInorganic and Analytical Chemistryen
dc.contributor.oppiaineNanoscience Centeren
dc.type.urihttp://purl.org/eprint/type/JournalArticle
dc.date.updated2017-07-31T06:15:11Z
dc.type.coarjournal article
dc.description.reviewstatuspeerReviewed
dc.format.pagerange2541-2551
dc.relation.issn0276-7333
dc.relation.numberinseries14
dc.relation.volume36
dc.type.versionacceptedVersion
dc.rights.copyright© 2017 American Chemical Society. This is a final draft version of an article whose final and definitive form has been published by ACS. Published in this repository with the kind permission of the publisher.
dc.rights.accesslevelopenAccessfi
dc.relation.doi10.1021/acs.organomet.7b00051


Files in this item

Thumbnail

This item appears in the following Collection(s)

Show simple item record