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Direct Introduction of a Dimesitylboryl Group Using Base-Mediated Substitution of Aryl Halides with Silyldimesitylborane

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Title: Direct Introduction of a Dimesitylboryl Group Using Base-Mediated Substitution of Aryl Halides with Silyldimesitylborane
Authors: Yamamoto, Eiji Browse this author
Izumi, Kiyotaka Browse this author
Shishido, Ryosuke Browse this author
Seki, Tomohiro Browse this author
Tokodai, Noriaki Browse this author
Ito, Hajime Browse this author →KAKEN DB
Keywords: base-mediated borylation
boryl substitution
dimesitylborylation
silylborane
triaryl borane
Issue Date: 5-Dec-2016
Publisher: Wiley-Blackwell
Journal Title: Chemistry-A European journal
Volume: 22
Issue: 49
Start Page: 17547
End Page: 17551
Publisher DOI: 10.1002/chem.201604021
PMID: 27617682
Abstract: The first dimesitylboryl substitution of aryl halides with a silylborane bearing a dimesitylboryl group in the presence of alkali-metal alkoxides is described. The reactions of aryl bromides or iodides with Ph2MeSi-BMes(2) and Na(OtBu) afforded the desired aryl dimesitylboranes in good to high yields and with high borylation/silylation ratios. Selective reaction of the sterically less-hindered C-Br bond of dibromoarenes provided monoborylated products. This reaction was used to rapidly construct a D-pi-A aryl dimesityl borane with a non-symmetrical biphenyl spacer.
Rights: This is the peer reviewed version of the following article: Chemistry-A European journal 22 (49) 17547-17551 2016-12-05, which has been published in final form at http://onlinelibrary.wiley.com/doi/10.1002/chem.201604021/full. This article may be used for non-commercial purposes in accordance With Wiley-VCH Terms and Conditions for self-archiving.
Type: article (author version)
URI: http://hdl.handle.net/2115/67767
Appears in Collections:工学院・工学研究院 (Graduate School of Engineering / Faculty of Engineering) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)

Submitter: 伊藤 肇

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