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Metal Organic Frameworks (MOFs) and ...

Ji, Youngran.

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Metal Organic Frameworks (MOFs) and Porous Organic Polymers (POPs) for Heterogeneous Asymmetric Catalysis.

Record Type:	Electronic resources : Monograph/item
Title/Author:	Metal Organic Frameworks (MOFs) and Porous Organic Polymers (POPs) for Heterogeneous Asymmetric Catalysis./
Author:	Ji, Youngran.
Published:	Ann Arbor : ProQuest Dissertations & Theses, : 2015,
Description:	198 p.
Notes:	Source: Dissertation Abstracts International, Volume: 76-09(E), Section: B.
Contained By:	Dissertation Abstracts International76-09B(E).
Subject:	Organic chemistry. -
Online resource:	http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=3701416
ISBN:	9781321720525

Metal Organic Frameworks (MOFs) and Porous Organic Polymers (POPs) for Heterogeneous Asymmetric Catalysis.
Ji, Youngran.

Metal Organic Frameworks (MOFs) and Porous Organic Polymers (POPs) for Heterogeneous Asymmetric Catalysis. - Ann Arbor : ProQuest Dissertations & Theses, 2015 - 198 p.

Source: Dissertation Abstracts International, Volume: 76-09(E), Section: B.

Thesis (Ph.D.)--University of South Florida, 2015.

This item is not available from ProQuest Dissertations & Theses.

The administration of enantiopure drugs brings advantages such as improved efficacy, more predictable pharmacokinetics and reduced toxicity from the point of view of the pharmaceutical area.[1] For this reason, a tremendous amount of supply and demand for enantiomeric pure compounds has been shown not only in market, but industry and academia.[2--4] According to the industry publication Genetic Engineering and Biotechnology News (GEN) in 2014, 22 billion dollars were accounted for enantiopure form of drugs such as SovaldiRTM (Sofosbuvir), Crestor RTM (Rosuvastatin), and AdvairRTM (fluticasone/salmeterol).

ISBN: 9781321720525Subjects--Topical Terms:

523952
Organic chemistry.

Metal Organic Frameworks (MOFs) and Porous Organic Polymers (POPs) for Heterogeneous Asymmetric Catalysis.
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100 1 $a Ji, Youngran. $3 3281181
245 1 0 $a Metal Organic Frameworks (MOFs) and Porous Organic Polymers (POPs) for Heterogeneous Asymmetric Catalysis.
260 1 $a Ann Arbor : $b ProQuest Dissertations & Theses, $c 2015
300 $a 198 p.
500 $a Source: Dissertation Abstracts International, Volume: 76-09(E), Section: B.
500 $a Adviser: Jon C. Antilla.
502 $a Thesis (Ph.D.)--University of South Florida, 2015.
506 $a This item is not available from ProQuest Dissertations & Theses.
520 $a The administration of enantiopure drugs brings advantages such as improved efficacy, more predictable pharmacokinetics and reduced toxicity from the point of view of the pharmaceutical area.[1] For this reason, a tremendous amount of supply and demand for enantiomeric pure compounds has been shown not only in market, but industry and academia.[2--4] According to the industry publication Genetic Engineering and Biotechnology News (GEN) in 2014, 22 billion dollars were accounted for enantiopure form of drugs such as SovaldiRTM (Sofosbuvir), Crestor RTM (Rosuvastatin), and AdvairRTM (fluticasone/salmeterol).
520 $a The fact that one enantiomer can be pharmacologically effective whereas the other enantiomer can be inactive or display non-desirable activity, chiral resolution and asymmetric synthesis research has broken out in recent years to obtain one desired stereoisomer. Enormous amounts of well-organized and rationalized research results for higher enantiomeric selectivity and efficiency has been reported with diverse chiral ligands and transition metals in academia. [5--10] However novelty-driven results from academic area does not meet the requirement in industry field for the practical issue, especially tedious separation process that require high cost and effort. In addition, methodologies developed with privileged chiral ligands and transition metal complexes leave a concern like undesired residue of trace amount of toxic metals in the products.
520 $a In this dissertation, two types of heterogeneous asymmetric catalyst were investigated to find the alternative that accommodates industrial requirement to obtain enantiomeric pure compounds and novelty-driven academic demands. Firstly, constructions of rationally designed metal organic frameworks (MOFs) using chiral BINOL-derived phosphoric acid ligands were achieved. Overall, catalytic reactions with ocMOFs showed lower enatioselectivity than their homogeneous counterparts, but one of the MOFs, ocMOF-1, was found to exhibit improved enantioselectivity than its homogeneous counterpart in the context of transfer hydrogenation reaction of benzoxazine. Lower enatioselectivity with ocMOFs was rationalized by the chiral environment change by the formation of frameworks in a computational study.
520 $a In addition, self-supported heterogenization of chiral BINOL-phosphoric acid was achieved by the Yamamoto coupling reaction, and by using catalytically active ocPOP-1 having nanoscopic channels, enantioselectivity was obtained up to 48% in transfer hydrogenation of N-PMP ketimine. Although extension of substituent groups at 3,3' positions was expected to bring enhanced steric hindrance and to influence to enantioselectivity positively, lack of spatially well-defined interactions induced by this chiral environment change might have lowered the enantiomeric selectivity of the catalytic reaction using ocPOP-1 than its counterpart.
520 $a 1. Eichelbaum, M.; Testa, B.; Somogyi, A., Stereochemical Aspects of Drug Action and Disposition. Springer: 2003.
520 $a 2. Collins, A. N.; Sheldrake, G. N.; Crosby, J., Chirality in Industry II: Developments in the Commercial Manufacture and Applications of Optically Active Compounds. John Wiley & Sons, Ltd: Chichester, 1997.
520 $a 3. Sheldon, R. A. , Chirotechnology: Industrial Synthesis of Optically Active Compounds, Dekker, New York. 1993.
520 $a 4. Collins, A. N.; Sheldrake, G. N.; Crosby, J., Chirality in Industry: The Commercial Manufacture and Applications of Optically Active Compounds. John Wiley & Sons, Ltd: Chichester, 1992.
520 $a 5. Noyori, R. , Asymmetric Catalysis in Organic synthesis . Wiley-Interscience: New York, 1994.
520 $a 6. Ojima, I. , Catalytic Asymmetric Synthesis. 2 ed.; Wiley-VCH Verlag GmbH: New York, 2000.
520 $a 7. Doyle, M. , Advances in Catalytic Processes: Asymmetric Chemical Transformations. Greenwich: 1995; Vol. 1.
520 $a 8. Jacobsen, E. N.; Pfaltz, A.; Yamamoto, H., Comprehensive Asymmetric Catalysis. Springer: Berlin, 1999; Vol. I--III.
520 $a 9. Yamamoto, H. , Lewis Acids in Organic Synthesis. Wiley-VCH Verlag GmbH: New York, 2001.
520 $a 10. Brunner, H.; Zettlmeier, W. , Handbook of Enantioselective Catalysis. Wiley-VCH Verlag GmbH: New York 1993; Vol. 1--2.
590 $a School code: 0206.
650 4 $a Organic chemistry. $3 523952
650 4 $a Inorganic chemistry. $3 3173556
650 4 $a Polymer chemistry. $3 3173488
690 $a 0490
690 $a 0488
690 $a 0495
710 2 $a University of South Florida. $b Chemistry. $3 2093640
773 0 $t Dissertation Abstracts International $g 76-09B(E).
790 $a 0206
791 $a Ph.D.
792 $a 2015
793 $a English
856 4 0 $u http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=3701416