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Palladium Norbornene Cooperative Cat...

Dong, Zhe.

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Palladium Norbornene Cooperative Catalysis.

Record Type:	Electronic resources : Monograph/item
Title/Author:	Palladium Norbornene Cooperative Catalysis./
Author:	Dong, Zhe.
Published:	Ann Arbor : ProQuest Dissertations & Theses, : 2018,
Description:	510 p.
Notes:	Source: Dissertation Abstracts International, Volume: 79-08(E), Section: B.
Contained By:	Dissertation Abstracts International79-08B(E).
Subject:	Chemistry. -
Online resource:	http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=10746794
ISBN:	9780355804171

Palladium Norbornene Cooperative Catalysis.
Dong, Zhe.

Palladium Norbornene Cooperative Catalysis. - Ann Arbor : ProQuest Dissertations & Theses, 2018 - 510 p.

Source: Dissertation Abstracts International, Volume: 79-08(E), Section: B.

Thesis (Ph.D.)--The University of Chicago, 2018.

Chapter 1 introduce the historical background and discovery of Palladium/Norbornene cooperative catalysis. Catellani and coworkers did systematic organometallic study and catalytic system study to prove the concept and mechanism of palladium/norbornene cooperative catalysis. Detailed organometallic study and correct mechanism proposal provide were discussed. Electrophile constraint, aryl iodide constraint, ortho constraint are three major limitations for the Palladium/Norbornene cooperative catalysis.

ISBN: 9780355804171Subjects--Topical Terms:

516420
Chemistry.

Palladium Norbornene Cooperative Catalysis.
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100 1 $a Dong, Zhe. $3 3283296
245 1 0 $a Palladium Norbornene Cooperative Catalysis.
260 1 $a Ann Arbor : $b ProQuest Dissertations & Theses, $c 2018
300 $a 510 p.
500 $a Source: Dissertation Abstracts International, Volume: 79-08(E), Section: B.
500 $a Adviser: Guangbin Dong.
502 $a Thesis (Ph.D.)--The University of Chicago, 2018.
520 $a Chapter 1 introduce the historical background and discovery of Palladium/Norbornene cooperative catalysis. Catellani and coworkers did systematic organometallic study and catalytic system study to prove the concept and mechanism of palladium/norbornene cooperative catalysis. Detailed organometallic study and correct mechanism proposal provide were discussed. Electrophile constraint, aryl iodide constraint, ortho constraint are three major limitations for the Palladium/Norbornene cooperative catalysis.
520 $a Chapter 2 describe a palladium/norbornene-catalyzed ortho-arene amination to introduce amine at ortho position of aryl iodide and hydrogen atom at the ipso position. O-benzoyloxyamines and iso-propanol are employed as the amine source (oxidant) and reductant respectively. This transformation gives complementary site-selectivity at the ortho instead of the ipso -position of aryl halides with high functional group tolerance.
520 $a Chapter 3 describe a palladium/norbornene-catalyzed ortho-arene acylation of aryl iodides via Catellani-type C--H functionalization. This transformation is enabled by isopropyl carbonate anhydrides as a dual functional reagent serving as both an acyl cation equivalent and a hydride source.
520 $a Chapter 4 describe the development of general approaches for aryl bromide-mediated Pd/NBE cooperative catalysis. Ortho amination, acylation and alkylation of aryl bromides have all been realized in good efficiency. Importantly, various heteroarene substrates also work well and a wide range of functional groups are tolerated. Sequential cross coupling/ortho functionalization reactions and consecutive palladium/norbornene-catalyzed difunctionalization to construct penta-substituted aromatics and two-step meta-functionalization reactions are achieved.
520 $a Chapter 5 describe a highly meta-selective C?H arylation using simple tertiary amines as the directing group. This method takes advantages of Pd/norbornene catalysis offering a distinct strategy to control the site-selectivity. The reaction was promoted by commercially available AsPh3 ligand and unique "acetate cocktail". Aryl iodides with an ortho-electron withdrawing group were employed as the coupling partner. A wide range of functional groups, including some heteroarenes, can be tolerated under the reaction conditions. The amine directing group can be easily installed and trans-formed to other common versatile functional groups.
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791 $a Ph.D.
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