Solid supported catalysts exhibit several advantages over the homogenous ones – to name only a few: ease of catalyst separation and low catalyst loadings under continuous operation. This work shows how careful fine-tuning of solid supported material, transmission-based considerations (photocatalyst choice, concentration, and other methodologies) allowed to overcome the difficulties with the inefficient irradiation of reaction mixtures. Generally, the herein described solid supported catalyst shows higher degrees of enantioinduction than its homogeneous counterpart often even higher degrees than previously reported in literature by MacMillan et al and Melchiorre et al. By building a homemade chiral reactor for continuous flow operations productivity was greatly increased when comparing to the batch process, with significantly decreased catalysts loading. Ultimately the applicability of the material was proven by employing it in the telescoped synthesis of an approved antidiabetic drug – Mitiglinide in high yield and satisfactory enantioselectivity.

(ASYMMETRIC) PHOTOCATALYSIS UNDER HOMOGENEOUS AND HETEROGENEOUS CONDITIONS - OPTIMIZATION IN CONTINUO, NOVEL CATALYTIC REACTORS AND MATERIALS / F. Herbrik ; tutor: M. Benaglia ; co-tutor: A. Puglisi ; coordinator: D. Roberto. - : . Dipartimento di Chimica, 2022. ((34. ciclo, Anno Accademico 2021.

(ASYMMETRIC) PHOTOCATALYSIS UNDER HOMOGENEOUS AND HETEROGENEOUS CONDITIONS - OPTIMIZATION IN CONTINUO, NOVEL CATALYTIC REACTORS AND MATERIALS

F. Herbrik
2022

Abstract

Solid supported catalysts exhibit several advantages over the homogenous ones – to name only a few: ease of catalyst separation and low catalyst loadings under continuous operation. This work shows how careful fine-tuning of solid supported material, transmission-based considerations (photocatalyst choice, concentration, and other methodologies) allowed to overcome the difficulties with the inefficient irradiation of reaction mixtures. Generally, the herein described solid supported catalyst shows higher degrees of enantioinduction than its homogeneous counterpart often even higher degrees than previously reported in literature by MacMillan et al and Melchiorre et al. By building a homemade chiral reactor for continuous flow operations productivity was greatly increased when comparing to the batch process, with significantly decreased catalysts loading. Ultimately the applicability of the material was proven by employing it in the telescoped synthesis of an approved antidiabetic drug – Mitiglinide in high yield and satisfactory enantioselectivity.
BENAGLIA, MAURIZIO
ROBERTO, DOMINIQUE MARIE
Settore CHIM/06 - Chimica Organica
(ASYMMETRIC) PHOTOCATALYSIS UNDER HOMOGENEOUS AND HETEROGENEOUS CONDITIONS - OPTIMIZATION IN CONTINUO, NOVEL CATALYTIC REACTORS AND MATERIALS / F. Herbrik ; tutor: M. Benaglia ; co-tutor: A. Puglisi ; coordinator: D. Roberto. - : . Dipartimento di Chimica, 2022. ((34. ciclo, Anno Accademico 2021.
Doctoral Thesis
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/938229
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