Construction of Fluorine-Containing Cyclic Systems Using the Properties of Fluorine Substituents

Palestrante:  Prof. Junji Ichikawa  -Professor Emérito da University of Tsukuba/Japan

Abstract: Pinpoint-fluorinated polycyclic aromatic hydrocarbons (F-PAHs) and ring-fluorinated heterocycles, regioselectively substituted with one or two fluorine atoms, were systematically synthesized via In(III)- and Au(I)-catalyzed Friedel–Crafts cyclization and cycloadditions of fluoroalkenes (especially 1,1-difluoroallenes). A key feature of these reactions is the ring-closure step, which proceeds through α-fluorine-stabilized CF2 carbocations.

Prof. Junji Ichikawa. Research and Professional Experience: 1985-1991-Assistant Professor, Institute of Advanced Material Study, Kyushu University; 1989-1990 – Postdoctoral Research Associate at Department of Chemistry, Harvard University (USA) with Professor E. J. Corey;1991-1999 Lecturer and Associate Professor, Department of Applied Chemistry, Kyushu Institute of Technology; 1999-2007 Associate Professor, Department of Chemistry, Graduate School of Science, The University of Tokyo; 2004 -Visiting Professor, Department of Chemistry, University Louis Pasteur;2007-2023 Professor, Division of Chemistry, Faculty of Pure and Applied Sciences, University of Tsukuba; 2023-present – Invited Research Fellow, Fine Organic Chemistry Group, Sagami Chemical Research Institute. Awards: Progress Award in Synthetic Organic Chemistry, Japan (1994, the Society of Synthetic Organic Chemistry, Japan).The Chemical Society of Japan Award for Creative Work (2015, Chemical Society of Japan).Synthetic Organic Chemistry Award, Japan (2018, the Society of Synthetic Organic Chemistry, Japan).The Minister of Education, Culture, Sports, Science and Technology Award (Science and Technology Award – Research Category) (2023, Ministry of Education, Culture, Sports, Science and Technology). Education: 1977-1981-Department of Chemistry, Faculty of Science, The University of Tokyo Awarded the degree of B.S. in chemistry under the guidance of Professor Teruaki Mukaiyama; 1981-1985-Department of Chemistry, Graduate School of Science, The University of Tokyo;1986-Awarded the degree of Ph.D. in chemistry under the guidance of Professor Teruaki Mukaiyama.

Prof. Responsável:  Emilio Carlos de Lucca Júnior