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Identifier 000414227
Title Ανάπτυξη και εφαρμογή βιώσιμων συνθετικών τεχνολογιών του διεγερμένου οξυγόνου. Φωτοξειδώσεις συνεχούς ροής σε εκνέφωμα.
Alternative Title Development and application of sustainable singlet oxygen based synthetic technologies. Continuous flow photooxidations in nebula.
Author Ιωάννου, Γεώργιος Ι.
Thesis advisor Βασιλικογιαννάκης, Γεώργιος
Reviewer Κατερινόπουλος, Χαράλαμπος
Στρατάκης, Μανώλης
Σμόνου, Ιουλία
Περγαντής, Σπυρίδων
Μήλιος, Κωνσταντίνος
Σπύρος, Απόστολος
Abstract In Chapter 1 of this dissertation, an introduction to the chemistry of singlet oxygen (1Ο2) and continuous flow photochemistry in micro- and macroreactors is presented. The advantages of continuous flow photochemistry are highlighted and compared with batch photochemistry. Additionally, some applications of the chemistry of 1Ο2 in continuous flow micro- and macroreactors are described. In Chapter 2 a very efficient and highly innovative continuous flow reactor NebPhotOX is presented. The “heart” of the system is a pneumatic nebulizer for undertaking large scale photooxidations. The application of this system for the onepot synthesis of a series of hydroxycyclopent-2-enones and methoxycyclopent-2-enons from simple furans, is described. In Chapter 3, a methodology for the one-pot transformation of simple furans into γ-lactams including aromatic nitrogen-bearing polycyclic systems, is described. The key step of this methodology is the intramolecular trapping of the reactive intermediate N-acyliminium ion (NAI) formed during the reaction sequence. A similar protocol was applied to the synthesis of the imidazole alkaloids glochidine and glochidicine. The outcome of the tandem reaction sequence was successfully manipulated by appropriate selection of both the photosensitizer and the solvent. Last, but not least, the synthesis of γ-lactams on a large scale using the reactor NebPhotOX is reported. In Chapter 4, studies and synthetic approaches towards the stereoselective synthesis of the natural products attenol A and attenol B are delineated. The key step of the proposed methodology is the formation of the 6,8-dioxabicyclo[3.2.1]octane system initiated by a [4+2] cycloaddition of 1Ο2 to appropriately substituted furan.
Language Greek
Subject Aerosol
Cascade reactions
Continuous flow photochemistry
Continuous flow photoreactor
Furan photooxidation
N-ακυλοϊμινικό ιόν
Pneumatic nebulizer
Singlet oxygen
Sustainable chemistry
attenol A
attenol B
Βιώσιμη χημεία
Διαδοχικές αντιδράσεις
Διεγερμένο μοριακό οξυγόνο
Πνευματικός εκνεφωτής
Φωτοαντιδραστήρας συνεχούς ροής
Φωτοξείδωση φουρανίων
Φωτοχημεία συνεχούς ροής
Issue date 2018-01-15
Collection   Faculty/Department--Faculty of Sciences and Engineering--Department of Chemistry--Doctoral theses
  Type of Work--Doctoral theses
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