Natural and Synthetic Organic Materials 0600-S2-EN-NSOM

The lecture is divided into two parts:
Part I.
Saccharides and polysaccharides - classification, structures, reactions, modifications of cellulose and starch, fermentation products, lactic acid and its derivatives, polylactic acid, cyclodextrins. Syntheses of selected natural compounds. Modern methods of oxidation and reduction. Methods of asymmetric oxidation of alkenes and asymmetric reduction of C = C, C = N, and C = O double bonds catalyzed by transition metal complexes with chiral ligands. Hydrogenation of multiple bonds, chiral phosphines. Synthesis of aromatic compounds by coupling reactions catalyzed by palladium and other metals - Heck, Suzuki, Negishi, Stille, Sonogashira reactions. Buchwald-Hartwig reaction. Olefin metathesis reactions. Synthesis and types of ionic liquids and their applications in organic synthesis.
Part II
Topic 1: Description of compounds capable of intermolecular interactions based mainly on hydrogen bonding, control of their interactions in the light of the type of the substituent introduced into their structure - steric effects and electronic influence of the substituent. The influence of the number of hydrogen bonds and their order on the general stability of the complex and formation of the secondary interactions. The description of the implemented properties in formation of supramolecular polymers and thus the supramolecular synthesis of new materials.
Topic 2: The general view of the compounds exhibiting light emission - synthesis, properties, and their applications. The description of the features influencing the increase/decrease of the fluorescence quantum yield and the position of its maxima in the visible region of the spectrum. Methods of synthesis of novel fluorescent dyes with their modifications in the light of their application in light-emitting devices. The description of the methods to tune the intermolecular interactions of fluorescent molecules that have an impact on light emission. The structural changes in the core of the fluorophore, which have a major effect on the position of absorption and emission and the Stokes shift.

Laboratory:

Total student workload

Hours carried out with the participation of teachers: - participation in lectures - 30 h - participation in laboratories - 30 h Time devoted to individual student work: - preparation for laboratories - 20 h - preparation for tests - 20 h - preparation for the exam - 45 h - consultations and work with an academic teacher - 5 h

Learning outcomes - knowledge

Student: W1: has extended knowledge of the essential branches of chemistry - K_W01 W2: knows the synthesis and characterization of natural, organic, and organometallic compounds - K_W03 W3: can properly plan experiments in order to achieve the intended goals, and verify the obtained results - K_W09

Learning outcomes - skills

Student: U1: uses the extended knowledge of the main branches of chemistry - K_U01 U2: can synthesize and transform natural compounds, isolate them from natural sources and analyze - K_U04 U3: can search in scientific journals and databases for methods of synthesis, methods of composition analysis, and properties of natural and synthetic compounds - K_U08 U4: can synthesize new compounds in terms of their applications and characterize their properties - K_U10

Learning outcomes - social competencies

Student: K1: understand the need for further learning; can independently take steps to expand and deepen his chemical knowledge - K_K01 K2: can cooperate in a team and solve problems related to scientific research and chemical synthesis - K_K02 K3: can recognize the demand for new materials that are needed by society - K_K03 K4: is aware of professionalism, appreciates intellectual honesty, and observes professional ethics, both in the activities of his own and others - K_K06

Teaching methods

Lecture: Conventional lecture with the use of multimedia presentations. Lab: Syntheses of organic compounds and analysis of the obtained products completed with written reports.

Expository teaching methods

- informative (conventional) lecture

Exploratory teaching methods

- laboratory

Type of course

compulsory course

Prerequisites

A student has basic knowledge of general, analytical and organic chemistry at the level of first-cycle studies.

Course coordinators

Marek Krzemiński

Assessment criteria

Assessment methods:
Lecture: written examination (W1, W2, W3)
Laboratory: assessment on the basis of the results obtained from the test (50%) and written reports on the experiments (50%), continuous assessment of the student during the laboratories (W2, W3, U2, U3)

Assessment criteria:
Lecture and Laboratory:
fail - > 50% of points scored
satisfactory - 50 - 60%,
satisfactory plus - 61 - 65%,
good - 66 - 75%,
good plus - 76 - 80%,
very good - <81%.

Practical placement

Not applicable

Bibliography

1. J. Clayden, N. Greeves, S. Warren, P. Wothers, Organic Chemistry, Oxford University Press, Oxford, 2001.
2. M. B. Smith, J. March, March’s Advanced Organic Organic Chemistry, 6th Ed., J Wiley, Hoboken, 2007.
3. Organic Chemistry, G. Solomons, C. Fryhle, 7th edition, J. Wiley, New York, 2000.
4. Catalytic Asymmetric Synthesis, Ed. I. Ojima, 2nd edition, J. Wiley, New York, 2000.
5. Color Chemistry. Synthesis, Properties, and Applications of Organic Dyes and Pigments, by Heinrich Zollinger.
6. Fluorescence and fluorescent dyes, Heinz Langhals, Physical Sciences Reviews. 2020; 20190100.
7. Encyclopedia of Supramolecular Chemistry, by Jerry L. Atwood, Jonathan W. Steed,
8. Conformational Equilibrium and Substituent Effects in Hydrogen-bonded Complexes, Current Organic Chemistry, 2018, 22, 2182.

Additional information

Additional information (registration calendar, class conductors, localization and schedules of classes), might be available in the USOSweb system:

Description of 0600-S2-EN-NSOM in USOSweb