語系:
繁體中文
English
說明(常見問題)
圖資館首頁
登入
回首頁
切換:
標籤
|
MARC模式
|
ISBD
Pd-Catalyzed Functionalization of Di...
~
Tanaka, Keita .
Pd-Catalyzed Functionalization of Distal C–H Bonds.
紀錄類型:
書目-電子資源 : Monograph/item
正題名/作者:
Pd-Catalyzed Functionalization of Distal C–H Bonds.
作者:
Tanaka, Keita .
出版者:
Ann Arbor : ProQuest Dissertations & Theses, 2020
面頁冊數:
385 p.
附註:
Source: Dissertations Abstracts International, Volume: 82-01, Section: B.
附註:
Advisor: Baran, Phil S.;Yu, Jin-Quan.
Contained By:
Dissertations Abstracts International82-01B.
標題:
Organic chemistry.
電子資源:
http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=27669332
ISBN:
9798662411791
Pd-Catalyzed Functionalization of Distal C–H Bonds.
Tanaka, Keita .
Pd-Catalyzed Functionalization of Distal C–H Bonds.
- Ann Arbor : ProQuest Dissertations & Theses, 2020 - 385 p.
Source: Dissertations Abstracts International, Volume: 82-01, Section: B.
Thesis (Ph.D.)--The Scripps Research Institute, 2020.
This item must not be sold to any third party vendors.
Direct conversion of targeted C–H bonds into desired functional groups is the most ideal transformation in the organic synthesis, simplifying the preparation of complex molecules. Countless research efforts by a number of researchers improved the scope of substrates and transformations, however there is a lot of room for improvement in terms of the site-selectivity. One of the powerful strategies to achieve the desired selectivity is to use directing groups. The major problem of this strategy is that as the distance between the targeted C–H bond and the directing group gets large, both reactivity and selectivity drop significantly. Since Pd catalysis can enable a wide range of C–C and C–heteroatom bond formation reactions, the development of Pd-catalyzed remote C–H functionalization is the major focus of this thesis.The work in this dissertation is divided into two parts. Part I describes the development of a bifunctional template for the selective remote C–H functionalization of aromatic nitrogen heterocycles. We have achieved meta-C–H activation of arenes by developing a template where the directing group and substrate are connected by the linker. However, this method was not applicable to aromatic nitrogen heterocycles, which have no functional group handles to install the templates. Here, a bifunctional template was developed, which could be installed on the substrates by means of coordination, and it allowed to achieve selective functionalization of distal C–H bonds in various aromatic nitrogen heterocycles. Part II describes the development of a new auxiliary for the C(sp3)–H functionalization of alcohols. Pd-catalyzed C(sp3)–H activation of alcohols typically shows β-selectivity due to the required distance between the chelating atom in the attached directing group and the targeted C–H bonds. Herein we report the design of a hemilabile directing group which exploits the chelation of a readily removable benzyl ether moiety to direct γ- or δ-C–H carbonylation and olefination of alcohols.
ISBN: 9798662411791Subjects--Topical Terms:
708640
Organic chemistry.
Subjects--Index Terms:
Alcohols
Pd-Catalyzed Functionalization of Distal C–H Bonds.
LDR
:03149nmm a2200349 4500
001
594529
005
20210521101647.5
008
210917s2020 ||||||||||||||||| ||eng d
020
$a
9798662411791
035
$a
(MiAaPQ)AAI27669332
035
$a
AAI27669332
040
$a
MiAaPQ
$c
MiAaPQ
100
1
$a
Tanaka, Keita .
$3
886519
245
1 0
$a
Pd-Catalyzed Functionalization of Distal C–H Bonds.
260
1
$a
Ann Arbor :
$b
ProQuest Dissertations & Theses,
$c
2020
300
$a
385 p.
500
$a
Source: Dissertations Abstracts International, Volume: 82-01, Section: B.
500
$a
Advisor: Baran, Phil S.;Yu, Jin-Quan.
502
$a
Thesis (Ph.D.)--The Scripps Research Institute, 2020.
506
$a
This item must not be sold to any third party vendors.
520
$a
Direct conversion of targeted C–H bonds into desired functional groups is the most ideal transformation in the organic synthesis, simplifying the preparation of complex molecules. Countless research efforts by a number of researchers improved the scope of substrates and transformations, however there is a lot of room for improvement in terms of the site-selectivity. One of the powerful strategies to achieve the desired selectivity is to use directing groups. The major problem of this strategy is that as the distance between the targeted C–H bond and the directing group gets large, both reactivity and selectivity drop significantly. Since Pd catalysis can enable a wide range of C–C and C–heteroatom bond formation reactions, the development of Pd-catalyzed remote C–H functionalization is the major focus of this thesis.The work in this dissertation is divided into two parts. Part I describes the development of a bifunctional template for the selective remote C–H functionalization of aromatic nitrogen heterocycles. We have achieved meta-C–H activation of arenes by developing a template where the directing group and substrate are connected by the linker. However, this method was not applicable to aromatic nitrogen heterocycles, which have no functional group handles to install the templates. Here, a bifunctional template was developed, which could be installed on the substrates by means of coordination, and it allowed to achieve selective functionalization of distal C–H bonds in various aromatic nitrogen heterocycles. Part II describes the development of a new auxiliary for the C(sp3)–H functionalization of alcohols. Pd-catalyzed C(sp3)–H activation of alcohols typically shows β-selectivity due to the required distance between the chelating atom in the attached directing group and the targeted C–H bonds. Herein we report the design of a hemilabile directing group which exploits the chelation of a readily removable benzyl ether moiety to direct γ- or δ-C–H carbonylation and olefination of alcohols.
590
$a
School code: 1179.
650
4
$a
Organic chemistry.
$3
708640
650
4
$a
Chemistry.
$3
188628
653
$a
Alcohols
653
$a
Heterocycles
653
$a
Palladaium
653
$a
Remote C–H activation
690
$a
0490
690
$a
0485
710
2
$a
The Scripps Research Institute.
$b
Chemistry.
$3
886520
773
0
$t
Dissertations Abstracts International
$g
82-01B.
790
$a
1179
791
$a
Ph.D.
792
$a
2020
793
$a
English
856
4 0
$u
http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=27669332
筆 0 讀者評論
全部
電子館藏
館藏
1 筆 • 頁數 1 •
1
條碼號
館藏地
館藏流通類別
資料類型
索書號
使用類型
借閱狀態
預約狀態
備註欄
附件
000000193489
電子館藏
1圖書
電子書
EB 2020
一般使用(Normal)
編目處理中
0
1 筆 • 頁數 1 •
1
多媒體
多媒體檔案
http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=27669332
評論
新增評論
分享你的心得
Export
取書館別
處理中
...
變更密碼
登入