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Carbon-oxygen bond activation throug...

Agrawal, Toolika.

Carbon-oxygen bond activation through iron catalysis.

Record Type:	Electronic resources : Monograph/item
Title/Author:	Carbon-oxygen bond activation through iron catalysis.
Author:	Agrawal, Toolika.
Description:	118 p.
Notes:	Source: Dissertation Abstracts International, Volume: 76-09(E), Section: B.
Notes:	Adviser: Silas P. Cook.
Contained By:	Dissertation Abstracts International76-09B(E).
Subject:	Organic chemistry.
Online resource:	http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=3702777
ISBN:	9781321742497

Carbon-oxygen bond activation through iron catalysis.
Agrawal, Toolika.

Carbon-oxygen bond activation through iron catalysis. - 118 p.

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

Thesis (Ph.D.)--Indiana University, 2015.

Transition metal-catalyzed cross-coupling reactions have emerged as the most sought after routes for carbon-carbon bond formation. A majority of these reactions utilize organic halides as coupling partners. These substrates are rarely available from natural sources, typically expensive and their use generates environmentally toxic halide waste. Phenols, alcohols and ketones are inexpensive and readily available from natural sources and their derivatives can be attractive substitutes for organic halides in cross-coupling reactions. Furthermore, expensive noble metals such as palladium are the catalysts of choice for most cross-coupling reactions. These metals are highly toxic and their use as catalysts for synthesis of active pharmaceutical ingredients (API) requires rigorous removal procedures, which adds to the cost of the final drug. Above all these noble metals are poor catalysts for activation of C-O bonds and hence, alternate catalyst systems are required. Herein we describe the development of inexpensive and environmentally benign iron catalysts for cross-coupling using C-O electrophiles in a move towards more environmentally friendly and sustainable cross-coupling technologies. More specifically iron-catalyzed coupling of both aryl sulfamates and tosylates with alkyl and aryl Grignard reagents and efforts towards coupling of unactivated alkyl tosylates and aryl Grignard reagents will be discussed.

ISBN: 9781321742497Subjects--Topical Terms:

708640
Organic chemistry.

Carbon-oxygen bond activation through iron catalysis.
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500 $a Adviser: Silas P. Cook.
502 $a Thesis (Ph.D.)--Indiana University, 2015.
520 $a Transition metal-catalyzed cross-coupling reactions have emerged as the most sought after routes for carbon-carbon bond formation. A majority of these reactions utilize organic halides as coupling partners. These substrates are rarely available from natural sources, typically expensive and their use generates environmentally toxic halide waste. Phenols, alcohols and ketones are inexpensive and readily available from natural sources and their derivatives can be attractive substitutes for organic halides in cross-coupling reactions. Furthermore, expensive noble metals such as palladium are the catalysts of choice for most cross-coupling reactions. These metals are highly toxic and their use as catalysts for synthesis of active pharmaceutical ingredients (API) requires rigorous removal procedures, which adds to the cost of the final drug. Above all these noble metals are poor catalysts for activation of C-O bonds and hence, alternate catalyst systems are required. Herein we describe the development of inexpensive and environmentally benign iron catalysts for cross-coupling using C-O electrophiles in a move towards more environmentally friendly and sustainable cross-coupling technologies. More specifically iron-catalyzed coupling of both aryl sulfamates and tosylates with alkyl and aryl Grignard reagents and efforts towards coupling of unactivated alkyl tosylates and aryl Grignard reagents will be discussed.
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