Publicly Offered Research
Grant-in-Aid for Scientific Research on Innovative Areas (Research in a proposed research area)
This research project focused on the development of iron-catalyzed functionalization of simple arenes and heteroarenes, enabled by the design of new ligands.The starting point of the project was the discovery that a triphosphine ligand uniquely enables iron-catalyzed methylation of weakly coordinating substrates such as carboxylic acids, esters, amides, and simple or functionalized ketones (J. Am. Chem. Soc. 2016, 138, 10132). However, this reaction was limited to methylation, using trimethylaluminum both as a methylating reagent, and as a base to assist cleavage of the C-H bond. In order to solve this problem, we engineered the aluminum reagent, and we have succeeded in the cyclative reaction of simple carbonyl compounds with electrophiles such as internal alkynes, to produce indenol derivatives (manuscript under preparation). Preliminary results also showed that by tuning the reaction conditions, reaction of carbonyl compounds with alkyl halides and with bis(pinacolato)diboron also proceeds, albeit in low yield (20-30%).Another approach toward the activation of simple substrates is the development of iron-catalyzed reaction of N-(8-quinolyl)carboxamides with heteroarenes and electron-deficient arenes through double C-H bond activation (manuscript under preparation). Mechanistic investigations revealed that after directed C-H activation, the resulting ferracycle reversibly cleaves the C-H of the simple (hetero)arene.
29年度が最終年度であるため、記入しない。
All 2018 2017 2016
All Journal Article (6 results) (of which Int'l Joint Research: 1 results, Peer Reviewed: 6 results, Acknowledgement Compliant: 1 results) Presentation (21 results) (of which Int'l Joint Research: 6 results, Invited: 6 results) Book (1 results)
ACS Catalysis
Volume: 7 Issue: 5 Pages: 3199-3203
10.1021/acscatal.7b00310
Organic Letters
Volume: 19 Issue: 19 Pages: 5458-5461
10.1021/acs.orglett.7b02778
Volume: 8 Issue: 1 Pages: 8-11
10.1021/acscatal.7b03458
Volume: 7 Issue: 1 Pages: 89-92
10.1021/acscatal.6b02927
Journal of the American Chemical Society
Volume: 139 Issue: 1 Pages: 23-26
10.1021/jacs.6b10061
J.Am.Chem.Soc.
Volume: 138 Issue: 32 Pages: 10132-10135
10.1021/jacs.6b06908
