Advances in Synthesis and Complexing
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MINISTRY OF SCIENCE AND HIGHER EDUCATION OF THE RUSSIAN FEDERATION RUDN UNIVERSITY ADVANCES IN SYNTHESIS AND COMPLEXING Book of abstracts The Fifth International Scientific Conference In Two Parts Volume 2 Inorganic and Coordination Chemistry Section Physical and Colloidal Chemistry Section 22–26 April 2019 Moscow, RUDN University Moscow 2019 УДК 547(063) ББК 24.2 У78 The event was financially supported by the Russian Foundation for Basic Research (grant 19-03-20017) P R O G R A M C O M M I T T E E Dr. Vladimir N. Gevorgyan (University of Illinois at Chicago, USA) Dr. Andrei V. Malkov (Loughborough University, UK) Dr. Thomas J. J. Müller (University Düsseldorf, Germany) Dr. Lutz F. Tietze (University of Göttingen, Germany) Dr. Erik V. Van der Eycken (KU Leuven, Belgium) Dr. Sc. Valery V. Lunin (full member of RAS, Russia) Dr. Sc. Mikhail P. Egorov (full member of RAS, Russia) Dr. Sc. Stepan N.Kalmykov (Corresponding member of RAS, Russia) O R G A N I Z I N G C O M M I T T E E C h a i r – Dr. Sc., Prof. L.G. Voskressensky V i c e - c h a i r – Dr. Sc., Prof. I.V. Trushkov, S e c r e t a r y : Dr. A.A. Festa; Dr. A.A. Titov Dr. Sc., prof., A.V. Varlamov; Dr. N.E. Golantsov; Dr., assoc. prof., F.I. Zubkov; Dr., assoc. prof., E.V. Nikitina;Dr., prof., A.G. Cherednichenko; Dr. Sc., prof., I.I. Mikhalenko; Dr., teaching assistant, E.I. Povarova;Dr. Sc., Prof., V.V. Davidov; Dr. Sc., Prof., V.N. Khrustalev; Dr., assoc. prof., E.K. Kultyshkina. У78 Успехи синтеза и комплексообразования = Advances in synthesis and complexing : сборник тезисов пятой международной научной конференции : в 2 ч. Москва, РУДН, 22–26 апреля 2019 г. – Москва : РУДН, 2019. ISBN 978-5-209-09393-0 Ч. 2 : Секция «Неорганическая и координационная химия, Физическая и коллоидная химия» = Inorganic and Coordination Chemistry Section, Physical and Colloidal Chemistry Section. – 201 с. : ил. ISBN 978-5-209-09395-4 (ч. 2) The book of abstracts of the Fifth International Scientific Conference: «Advances in Synthesis and Complexing» which was held from 22 to 26 April 2019 based on chemical departments of Faculty of Science of RUDN University includes abstracts of lectures of plenary, key-note and invited speakers, oral reports and poster session. The present publication was designed to popularize scientific research activity in the field of chemistry and to discuss modern chemical problems on the international level. The digest is intended for scientists, students, postgraduates and for wide range of readers interested in problems in chemistry. ISBN 978-5-209-09395-4 (ч. 2) ISBN 978-5-209-09393-0 © Коллектив авторов, 2019 © Российский университет дружбы народов, 2019 Dear Colleagues, I’d like to personally welcome each of you to the 5-th International conference “Advances in Synthesis and Complexing” (RUDN University, Moscow, Russia). RUDN University is confronting a time of many changes and we’re meeting these changes during a time of larger nation-wide and global change. This series of conferences has attracted many leading scientists. The 5-th International conference “Advances in Synthesis and Complexing” addresses the following research topics - Modern problems of organic chemistry. New methods in organic synthesis, synthesis and properties of heterocyclic compounds, multi- component and domino reactions, stereochemistry of organic compounds, chemistry of macrocyclic compounds, biologically active compounds, chemistry of natural products. - Heterogenic and homogenic catalysis. Physico-chemical methods of investigation, quantum-chemical calculations. - Modern problems of inorganic chemistry. Complexing of metals with polyfunctional N,O,S-containing ligands, physico-chemical investigations of inorganic and coordination compounds and new materials, solidphase synthesis. X-RAY analysis. This conference is a platform for promoting cooperation between scientists sharing scientific interests in organic, inorganic and physical chemistry as well as interdisciplinary research in this field. We are most grateful to all the scientists who have travelled from all corners of the world to Moscow. Throughout this conference, I ask you to stay engaged, keep us proactive and help us shape the future of RUDN University. My personal respect and thanks goes out to all of you. We hope that you will find your participation in the 5-th International conference “Advances in Synthesis and Complexing” intellectually stimulating and socially enjoyable. Chair of the organizing committee Prof. Dr. Leonid G. Voskressensky Plenary Lectures Plenary Lecture (PL 1) From Interlocked and Knotted Rings to Molecular Machines Sauvage J.-P. Institut de Science et Ingénierie Moléculaire (ISIS) University of Strasbourg 8 allee Gaspard Monge, F-67000 Strasbourg, (France) e-mail: [email protected] The area referred to as "Chemical Topology" is mostly concerned with molecules whose molecular graph is non-planar, i.e. which cannot be represented in a plane without crossing points. The most important family of such compounds is that of catenanes. The simplest catenane, a [2]catenane, consists of two interlocking rings. Rotaxanes consist of rings threaded by acyclic fragments (axes). These compounds have always been associated to catenanes although, strictly speaking, their molecular graphs are planar. Knotted rings are more challenging to prepare. One of the most spectacular topologies in this respect is the trefoil knot. Our group has been much interested in knots and, in particular, in their properties in relation to coordination chemistry or chirality. Since the mid-90s, the field of artificial molecular machines has experienced a spectacular development, in relation to molecular devices at the nanometric level or as mimics of biological motors. In biology, motor proteins are of utmost importance in a large variety of processes essential to life (ATP synthase, a rotary motor, or the myosin-actin complex of striated muscles behaving as a linear motor responsible for contraction or elongation). Many examples published by a large number of highly creative research groups are based on complex rotaxanes or catenanes acting as switchable systems or molecular machines. Particularly significant examples include a “pirouetting catenane”, “molecular shuttles” (Stoddart and others) as well as multi-rotaxanes reminiscent of muscles. More recent examples are those of multi-rotaxanes able to behave as compressors and switchable receptors. The molecules are set in motion using electrochemical, photonic or chemical signals. Particularly impressive light-driven rotary motors have been created by the team of Feringa. Finally, potential applications will be mentioned as well as possible future developments of this active area of research. References [1] J.-P. SAUVAGE, "From Chemical Topology to Molecular Machines", Angew. Chem. Int. Ed., 2017, 56, 11080. 7 Plenary Lectures (PL 2) Very strong and confined acids enable a general approach to asymmetric Lewis acid catalysis List B. Max-Planck-Institut für Kohlenforschung, Mülheim an der Ruhr, Germany e-mail: [email protected] As a fundamental activation mode, Lewis acid catalysis enables key reactions in chemical synthesis, such as the Diels–Alder and Friedel–Crafts reactions, and various aldol, Mannich, and Michael reactions. Consequently, substantial efforts have been directed towards the development of enantiopure Lewis acids, which have enabled important asymmetric variations of such reactions. Despite the plethora of elegant catalysts and methodologies developed in this context, a key limitation of enantioselective Lewis acid catalysis is the frequent need for relatively high catalyst loadings, which result from issues such as insufficient Lewis acidity, product inhibition, hydrolytic instability, and background catalysis. We have recently proposed a new design for asymmetric Lewis acid catalysis. We developed in situ silylated disulfonimide-based organocatalysts, which address some of the above problems in various highly enantioselective Mukaiyama-type reactions involving silicon- containing nucleophiles with unprecedentedly low catalyst loadings. As an example of asymmetric counteranion-directed catalysis (ACDC), these reactions proceed via silylation of an electrophile, generating a cationic reactive species that ion-pairs with an enantiopure counteranion and reacts with a silylated nucleophile. We became interested in expanding this “silylium-ACDC” concept to, in principle, all types of Lewis acid catalyzed reactions, including those that do not involve silylated reagents. In my presentation, I will discuss how the concept evolved from our studies on ACDC. I will furthermore describe its first realization with the development of extremely active organic Lewis acid catalysts that enable asymmetric versions of highly challenging Diels–Alder reactions. The confined acids that form the basis of our latest catalyst design not only enable the utilization of small and unbiased substrates but, because of their high acidity, also the activation of previously inaccessible substrates for organocatalysis. Katalysatordatenbank 8 Plenary Lectures (PL-3) Dynamic catalytic systems for organic synthesis and sustainable development Ananikov V.P. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences Leninsky Prosp. 47, Moscow, Russia. e-mail: [email protected]; http://AnanikovLab.ru Transition metal catalysis is the most powerful technique for carrying selective organic synthesis in a diverse range of reactions developed in academic research and transformed as core