Synthesis of polycyclic heteroaromatic hydrocarbons by C-H activation reactions : application of cycloisomerization and Pd-catalyzed cross-coupling reactions

Aleksandra Khomutetckaia

doi:10.18453/rosdok_id00004866

Aleksandra Khomutetckaia

Synthesis of polycyclic heteroaromatic hydrocarbons by C-H activation reactions : application of cycloisomerization and Pd-catalyzed cross-coupling reactions

Universität Rostock, 2024

https://doi.org/10.18453/rosdok_id00004866

Abstract: This dissertation focusses on the development of new synthetic routes to polycyclic aromatic hydrocarbons containing five-, six-, and seven-membered heterocyclic rings and the characterisation of these novel compounds. The synthetic investigations were directed to the application of C-H activation reaction. In particular, Pd-catalyzed C-H activations as well as acid mediated cycloisomerization reaction of 2-alkynyl biaryl derivatives were employed as key ring-closing synthesis steps.

doctoral thesis free access

title:

Synthesis of polycyclic heteroaromatic hydrocarbons by C-H activation reactions: application of cycloisomerization and Pd-catalyzed cross-coupling reactions

contributing persons:

Aleksandra Khomutetckaia[VerfasserIn]
	1371574456
Peter Langer[AkademischeR BetreuerIn]
	132314614
	Universität Rostock
Thomas J. J. Müller[AkademischeR BetreuerIn]
	0000-0001-9809-724X
	11370979X

contributing corporate bodies:

Universität Rostock[Grad-verleihende Institution]
	38329-6
Universität Rostock. Mathematisch-Naturwissenschaftliche Fakultät[Grad-verleihende Institution]
	2147083-2

abstract:

This dissertation focusses on the development of new synthetic routes to polycyclic aromatic hydrocarbons containing five-, six-, and seven-membered heterocyclic rings and the characterisation of these novel compounds. The synthetic investigations were directed to the application of C-H activation reaction. In particular, Pd-catalyzed C-H activations as well as acid mediated cycloisomerization reaction of 2-alkynyl biaryl derivatives were employed as key ring-closing synthesis steps. [English]

Diese Dissertation befasst sich mit der Entwicklung neuer Synthesewege zu polycyclischen aromatischen Kohlenwasserstoffen mit fünf-, sechs- und siebengliedrigen heterocyclischen Ringen und der Charakterisierung dieser neuen Verbindungen. Die Anwendung der C-H-Aktivierungsreaktion stand im Mittelpunkt der synthetischen Untersuchungen. Als Schlüsselelement in den ringschließenden Syntheseschritten wurden insbesondere Pd-katalysierte C-H-Aktivierungen sowie säurevermittelte Cycloisomerisierungsreaktionen von 2-Alkinylbiarylderivaten eingesetzt. [German]

document type:

doctoral thesis

institution:

Faculty of Mathematics and Natural Sciences

language:

English

subject class (DDC):

540 Chemistry & allied sciences

publication /
production:

Rostock: Universität Rostock

2024

statement of responsibility:

vorgelegt von Aleksandra Khomutetckaia

notes:

Enthält Zeitschriftenartikel

Zeitschriftennachweis: 1. Aleksandra Khomutetckaia, Peter Ehlers, Alexander Villinger, Peter Langer. Synthesis and Properties of Azadibenzo[a,e]pyrenes. European Journal of Organic Chemistry. 2024, e202301299. DOI: 10.1002/ejoc.202301299. Online ISSN:1099-0690. Print ISSN:1434-193X. 2. Aleksandra Khomutetckaia, Niels Hildebrandt, Peter Ehlers, Alexander Villinger, Peter Langer. Synthesis and Properties of Diindeno[1,2,3-cd:1,2,3-mn]pyrene and Two of Its Aza-Analogs. European Journal of Organic Chemistry. 2023, e20230110. DOI: 10.1002/ejoc.202301101. Online ISSN:1099-0690. Print ISSN:1434-193X. 3. Aleksandra Khomutetckaia, Peter Ehlers, Alexander Villinger, Peter Langer. Synthesis and Properties of Benzo[h]imidazo[1,2-a]quinolines and 1,2a-Diazadibenzo[cd,f]azulenes. The Journal of Organic Chemistry. 2023, 88, 7929–7939. DOI: 10.1021/acs.joc.2c02738. Online ISSN 1520-6904. 4. Erich Ammon, Aleksandra Khomutetckaia, Alexander Villinger, Peter Ehlers, Peter Langer. Serendipitous discovery of Pd-catalyzed intramolecular cyclization of ortho-bromo(hetero)aryl-substituted (hetero)aryl-1,2-diketones: Applications in the synthesis of carba- and heterocyclic benzoin derivatives. Tetrahedron. 2023, 135, 133335. DOI: 10.1016/j.tet.2023.133335. ISSN 0040-4020.

identifiers: