2000 Fiscal Year Final Research Report Summary
Syntheses of Organoboron compounds by Novel Carbon Boron Bond-Forming Reactions
| Project/Area Number |
11650880
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| Research Category |
Grant-in-Aid for Scientific Research (C)
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| Allocation Type | Single-year Grants |
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| Section | 一般 |
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| Research Field |
Synthetic chemistry
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| Research Institution | Kitami Institute of Technology |
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Principal Investigator |
MASUDA Yuzuru Faculty of Engineering Kitami Institute of Technology Professor, 工学部, 教授 (10003188)
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| Co-Investigator(Kenkyū-buntansha) |
MURATA Miki Faculty of Engineering Kitami Institute of Technology Research Assistant, 工学部, 助手 (40271754)
WATANABE Shinji Faculty of Engineering Kitami Institute of Technology Associate Professor, 工学部, 助教授 (10240491)
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| Project Period (FY) |
1999 – 2000
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| Keywords | Palladium Catalyst / Hydroboranes / Borylation / Organic Halides / Organoboranes |
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| Research Abstract |
We recently developed a novel transition metal-catalyzed borylation or silylation reaction of aryl halides utilizing dialkoxyboranes and trialkoxysilanes, respectively, as metalating reagents. Then, the selective borylation of aryl electrophiles was extended to a reaction of other substrates.
Cyclic alkenyl halides or triflatess were borylated with pinacolborane in the presence of NEt_3 and a catalytic amount of PdCl_2 (dppf) and AsPh_3 to afford the corresponding cycloalkenylboronates, which are not available by this conventional addition technique, in good yields.
Although aryl and alkenyl halides couple with pinacolborane successfully in the presence of a palladium catalyst to give organoboranes, the coupling reaction of allyl halides by using Pd(dba)_2 catalyst gave only reduced hydrocarbons. Allyl halides were borylated in the presence of NEt_3 and a catalytic amount of Pt(dba)_2 and AsPh_3 to afford regio- and stereodefined (E)-allylboranes in good yields.
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