97475 - ADVANCED ORGANIC SYNTHESIS FOR FUNCTIONAL MATERIALS

Conoscenze e abilità da conseguire

At the end of the course the student has acquired the theoretical basis necessary to design and undertake the synthesis of principal molecular building blocks used in optoelectronics, the covalent fucntionalization of carbon nanoforms, sustainable C-H activation protocols, visible-light photo- and carbocatalysis.

Contenuti

Prerequisites : knowledge of basic organic chemistry and in particular, synthesis and reactivity of common organic functional groups. Corrdonation chemistry of most common transition mertals. It is strongly recommended that have successfully accomplished the examination “Organic Chemistry of Molecular Materials and Laboratory” before preparing the present course.

Course contents:

1. Main organic components of an OLED device

 
1.1. Single-layer OLED configuration
1.2. Multiple-layer OLED configuration
1.3. Electron-transporting molecular organic materials and their synthesis
1.4. Hole-transporting molecular organic materials and their synthesis
1.5. Electronic transitions in transition metal complexes

1.6. Ancillary ligands in transition metal complexes
1.6.1 Tuning towards red light emission
1.6.2 Tuning towards blue light emission (pyrazolic and benzoimidazolic ligands)

2. Metal catalyzed C-H bond activation

2.1. Definitions of the aliphatic and arylic C-H bond activation reaction
2.2. Mechanisms of the C-H bond activation reactions (Aromatic electrophilic substitution or oxidative insertion)
2.3. Lithiation of aromatic rings with ortho-orientating groups
2.4. Mercuration and stannylation reactions of aromatic compounds
2.5 Ir-catalyzed borylation of aromatic compounds
2.6 Transition metal catalyzed silylation of aromatic compounds
2.7 Ruthenium catalyzed C-C bond formation reactions
2.8 Gold-catalyzed alkene and alkyne hydroarylation reactions
2.9 Palladium-catalyzed alkene and alkyne hydroarylation reactions
2.10 Cross-coupling reactions through C-H bond activation reactions

 

3. Coordination complexes that exhibit fluorescence at room temperature

3.1 Chrome(III) complexes
3.2 Copper(I) complexes
3.3 Rhenium(I) complexes
3.4 Osmium(II) complexes
3.4.1 Synthesis of pyridylpyrazolic ligands

3.5 Ir(III) complexes
3.5.1 Synthesis of homoleptic Ir(III) complexes
3.5.2 Fac/mer isomers on octahedrial complexes
3.5.3 Synthesis of heteroleptic complexes
3.5.4 Properties and applications of heteroleptic complexes
3.5.5 Blue-light emmiting Ir(III) complexes
3.5.6 Fluoro-substituted phenylpyridinic ligands
3.5.7 Methods for obtaining “Sky-blu” emmitions
3.5.8. Carbenic ligands

3.6 Pt(II) complexes
3.6.1 Synthesis of homoleptic complexes
3.6.2 Synthesis of heteroleptic complexes

 

4. WOLED coordination complexes

4.1 Requirements for home lighting
4.2 Performance descriptors of lighting systems
4.3 Types of organic/organometallic systems with white-light emissions
4.4 Two-component multiple-layer WOLED
4.5 Three-component multiple-layer WOLED
4.6 Two-component single-layer WOLED
4.7 Three-component single-layer WOLED
4.8 Single polymeric component WOLED

 

5. Redox photocatalysis in organic synthesis

 5.1 Basic principles of the photoredox-visible catalysis
5.2 Asymmetric photoredox catalysis
5.3 Chiral cyclometallated Ir(III) complexes: synthesis and applciation in photocatalysis

 

6. Covalent functionalization of carbon nano-materials

6.1 Chemistry of fullerene and analogoues

6.2 Chemistry of graphene and analogues
6.2.1 Use of carbonanomaterials in organic synthesis: carbocatalysis

Metodi didattici

• Lessons will be carried out simultaneously in presence and part on remote.

• All classes will per carried out in English.

• Attendence if not compulsory

• No lab classes will be arranged.

 

As concerns the teaching methods of this course unit, all students must attend Module 1, 2 [https://www.unibo.it/en/services-and-opportunities/health-and-assistance/health-and-safety/online-course-on-health-and-safety-in-study-and-internship-areas] online, while Module 3 on health and safety is to be attended in class or on Microsoft Teams according to the modality chosen by the teacher. Information about Module 3 attendance schedule is available on the website of your degree programme.

Modalità di verifica e valutazione dell'apprendimento

The final examination aims to ascertain the student's acquired skills, and consists of an oral examination (45 minutes).

This oral examination begins by discussing a recent publication related to the course contents, provided to the candidate one week before the examination. This will be the intriductive chat to discuss the topics treated during the course.

Strumenti a supporto della didattica

Slides will be provided to the students. No comprehensive monographs dealing with all the topics of the course are available in the market.

Course organization: 40 hours theoretical teaching - 8 hours pratical courses.

Orario di ricevimento

Consulta il sito web di Marco Bandini