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Course, academic year 2023/2024
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Organic Synthesis Using Transition Metals - MC270P102
Title: Organic Synthesis Using Transition Metals
Guaranteed by: Department of Organic Chemistry (31-270)
Faculty: Faculty of Science
Actual: from 2020
Semester: winter
E-Credits: 2
Examination process: winter s.:
Hours per week, examination: winter s.:2/0, Ex [HT]
Capacity: unlimited
Min. number of students: unlimited
4EU+: no
Virtual mobility / capacity: no
State of the course: not taught
Language: English
Note: enabled for web enrollment
Guarantor: prof. RNDr. Martin Kotora, CSc.
Opinion survey results   Examination dates   Schedule   
Annotation
Last update: prof. RNDr. Martin Kotora, CSc. (17.09.2019)
This course will familiarize students with the basics of transition metal chemistry (formalisms, electron counting,
and bonding) and provide a practical introduction to the mechanisms of organometallic reactions. The chemistry of
pi‐alkylmetal complexes, and transition metal alkene, alkyne, arene, diene, and dienyl complexes will be presented
and discussed. The importance of transition metal‐promoted bond‐forming processes in organic synthesis will be
illustrated with examples from the contemporary literature and applications to the synthesis of natural products.
Literature
Last update: prof. RNDr. Martin Kotora, CSc. (17.09.2019)

Transition Metals in the Synthesis of Complex Organic Molecules (3rd Edition) by Louis S. Hegedus and Björn C. G. Söderberg (University Science Book, 2010).

Organotransition Metal Chemistry From Bonding to Catalysis by John F. Hartwig (University Science Book, 2010).

Requirements to the exam
Last update: prof. RNDr. Martin Kotora, CSc. (17.09.2019)

Tests: The tests will cover the material discussed during the previous section of the course (short and long answer questions). The objective of the tests is to provide you with feedback on your understanding and learning of the material covered during that section of the course.

Final Cumulative Examination: The exam is cumulative and is structured to evaluate the learning outcomes. The assignments, tests, group work should prepare you for the type of questions that will be used to address questions focused on the learning outcomes.

Syllabus
Last update: prof. RNDr. Martin Kotora, CSc. (17.09.2019)

Week 1   Formalisms including the general properties of dative and covalent ligands, the properties of the metal (oxidation state), and metal‐ligand complexes (electron‐counting, the 18‐electron rules). Bonding and structural considerations.

Week 2   Organometallic reaction mechanisms, including ligand substitution processes, oxidative addition/reductive elimination, migratory insertion and σ‐hydride elimination, transmetallation, nucleophilic attack on ligands coordinated to transition metals, electrophilic attack on transition metal coordinated ligands.

Week 3   Synthetic applications of complexes containing metal‐carbon σ‐bonds. Transition metalcatalyzed coupling reaction.

Week 4   Synthetic applications of complexes containing metal‐carbon σ‐bonds. Transition metalcatalyzed coupling reaction and synthetic applications.

Week 5   Synthetic applications of complexes containing metal‐carbon σ‐bonds. Transition metalmediated coupling reaction and synthetic applications.

Week 6   Formation and synthetic applications of complexes containing metal‐carbon σ‐bonds. Catalytic C‐H functionalization.

Week 7   Synthetic applications of complexes containing metal‐carbon σ‐bonds. Catalytic C‐H functionalization and synthetic application.

Week 8   Activation of allylic electrophiles by transition metals – Allylic substitution

Week 9   Activation of allylic electrophiles by transition metals – Allylic substitution and synthetic applications

Week 10 Metathesis of olefins and alkynes.

Week 11 The chemistry of transition metal alkene, alkyne, diene, and dienyl complexes. 

Week 12 Review Session

 
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