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You searched for +publisher:"University of Illinois – Chicago" +contributor:("Mohr, Justin"). Showing records 1 – 3 of 3 total matches.

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University of Illinois – Chicago

1. Deng, Yuanlin. Application of Silver(II) Difluoride in Organic Synthesis.

Degree: 2017, University of Illinois – Chicago

Fluorinated compounds often possess valuable properties, such as increased metabolic stability, increased lipophilicity, and high oxidative stability. Therefore, chemists are seeking to master more synthesis methodology to access various fluorinated compounds. Silver(II) difluoride is a unique fluorinating compound which has a relatively high oxidizing ability. It enables some difficult fluorinations on certain systems, such as benzene, pyridine, etc. However, due to its high reactivity, its chemoselectivity is low. Part of our research goal is to control the reaction condition so that the selectivity could be enhanced. Gratifyingly, three different substrate categories were discovered to perform in a synthetically useful manner by our group. Cyclopropanols were fragmented to β-fluoroketones, alkyl tertiary bromides were transformed to alkyl tertiary fluorides, and benzofurans were converted to 2,3-difluoro-2,3-dihydrobenzofurans. In all the three cases, cryogenic conditions were applied in order to avoid side reactions. Synthetic applications were made to demonstrate the fluorinated products could participate in different synthetic routes. Advisors/Committee Members: Mohr, Justin T (advisor).

Subjects/Keywords: Fluorination; Silver(II) Difluoride

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APA · Chicago · MLA · Vancouver · CSE | Export to Zotero / EndNote / Reference Manager

APA (6th Edition):

Deng, Y. (2017). Application of Silver(II) Difluoride in Organic Synthesis. (Thesis). University of Illinois – Chicago. Retrieved from http://hdl.handle.net/10027/22202

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

Chicago Manual of Style (16th Edition):

Deng, Yuanlin. “Application of Silver(II) Difluoride in Organic Synthesis.” 2017. Thesis, University of Illinois – Chicago. Accessed March 21, 2019. http://hdl.handle.net/10027/22202.

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

MLA Handbook (7th Edition):

Deng, Yuanlin. “Application of Silver(II) Difluoride in Organic Synthesis.” 2017. Web. 21 Mar 2019.

Vancouver:

Deng Y. Application of Silver(II) Difluoride in Organic Synthesis. [Internet] [Thesis]. University of Illinois – Chicago; 2017. [cited 2019 Mar 21]. Available from: http://hdl.handle.net/10027/22202.

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

Council of Science Editors:

Deng Y. Application of Silver(II) Difluoride in Organic Synthesis. [Thesis]. University of Illinois – Chicago; 2017. Available from: http://hdl.handle.net/10027/22202

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation


University of Illinois – Chicago

2. Liu, Xiaoguang. gamma-Functionalization of Enones and Regioselective Cyclopropylcarbinyl Radical Fragmentations.

Degree: 2016, University of Illinois – Chicago

gamma-Functionalized enones are common core structures in natural products and pharmaceuticals. Existing strategies for gamma-functionalization of carbonyl compounds mainly limit to acyclic substrates, such as enals and alpha,beta-unsaturated carboxylic acids and derivatives. Our group developed a strategy of transition metal-enabled gamma-functionalization of enones via radical addition to silyl dienol ethers, which is applicable to both cyclic and acyclic alpha,beta-unsaturated carbonyls. We reasoned that the radical addition to the gamma-carbon of silylated dienolates would be favored on the basis of the inferred stability of the alkoxyallyl radical intermediate, which is only accessible through the addition to the desired gamma-position. Decomposition of the radical either by homolytic cleavage of the O−Si bond or further formation of an activated enone would subsequently lead to the gamma-substituted enones. Based on this design, a series of new methodologies have been developed for the gamma-functionalization of enones, including Cu-catalyzed gamma-sulfonylation, Cu-catalyzed gamma-alkylation, Mn-mediated gamma-alkylation, Fe-catalyzed gamma-amination, and Ni-catalyzed gamma-arylation. In Part two, the regioselective cyclopropylcarbinyl radical fragmentation was discussed. With the ring strain from the oxygen bridge, the regioselective ring opening was realized, which resulted in the synthetically valuable [3.2.1]-oxabicylic moieties. Advisors/Committee Members: Mohr, Justin T (advisor).

Subjects/Keywords: enones; gamma-functionalization; regioselective; alkylation; cyclopropane; fragmenation

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APA · Chicago · MLA · Vancouver · CSE | Export to Zotero / EndNote / Reference Manager

APA (6th Edition):

Liu, X. (2016). gamma-Functionalization of Enones and Regioselective Cyclopropylcarbinyl Radical Fragmentations. (Thesis). University of Illinois – Chicago. Retrieved from http://hdl.handle.net/10027/21200

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

Chicago Manual of Style (16th Edition):

Liu, Xiaoguang. “gamma-Functionalization of Enones and Regioselective Cyclopropylcarbinyl Radical Fragmentations.” 2016. Thesis, University of Illinois – Chicago. Accessed March 21, 2019. http://hdl.handle.net/10027/21200.

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

MLA Handbook (7th Edition):

Liu, Xiaoguang. “gamma-Functionalization of Enones and Regioselective Cyclopropylcarbinyl Radical Fragmentations.” 2016. Web. 21 Mar 2019.

Vancouver:

Liu X. gamma-Functionalization of Enones and Regioselective Cyclopropylcarbinyl Radical Fragmentations. [Internet] [Thesis]. University of Illinois – Chicago; 2016. [cited 2019 Mar 21]. Available from: http://hdl.handle.net/10027/21200.

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

Council of Science Editors:

Liu X. gamma-Functionalization of Enones and Regioselective Cyclopropylcarbinyl Radical Fragmentations. [Thesis]. University of Illinois – Chicago; 2016. Available from: http://hdl.handle.net/10027/21200

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation


University of Illinois – Chicago

3. Mamidipalli, Phani Raja P. Mechanism of Copper Catalyzed Diazo Coupling and its Applications & Reactions of Multiynes.

Degree: 2015, University of Illinois – Chicago

This thesis has two main parts. Part I is composed of two chapters which describes mechanistic investigation of copper catalyzed reactions of diazo compounds followed by their applications in click chemistry. Part II consists of three chapters describing new methods for the generation of functionalized arenes from multiynes via transition metal catalyzed reactions. Chapter 1 consists of the mechanistic study of copper catalyzed reaction of diazo compounds with terminal alkynes. In this work, with the help of kinetic preference of the catalyst, crossover experiments data and hammett plots, we gathered substantial evidence for the copper acetylide mechanism over the Cu-carbenoid-mediated C–H insertion mechanism for the reaction between terminal alkyne and diazo compounds with CuI. Chapter 2 describes a novel three component coupling reaction for the preparation of 1,4,5-trisubstituted-1,2,3-triazoles by in-situ trapping of 5-copper-1,2,3-triazole intermediate with diazo compounds. Selected examples are highlighted to demonstrate the scope of the reaction along with the electronic effects of the alkyne and azides on the three component coupling reaction. This methodology is further extended for the preparation of fused triazole motifs in a single step. In part II, chapter 3 discuss a brief survey in the recent developments of HDDA based aryne chemistry and its applications. Chapter 4 discloses an unprecedented dual reactivity of C–H bonds on the -carbon of the silyl group in the aryne intermediates. In this 2° and 3° C–H bonds to the silicon exclusively undergoes 1,5-hydride transfer, whereas aryne 1° C–H bonds were participated in the insertion reaction. This dichotomy of the reaction is supported by the DFT calculations. Extension of this work on the sp2 C–H insertion reaction provides us a new methodology for the preparation of biaryl moieties from the alkyne building blocks. Finally, in chapter 5 we disclose conceptually distinctive method and new benzannulation reaction to generate functionalized arynes from triynes. By using this silyl substituted triynes, we prepared pharmaceutically important functionalized aryl trifluoromethylthio compounds Ar-SCF3 from aliphatic starting materials. Advisors/Committee Members: Lee, Daesung (advisor), Wardrop, Duncan (advisor), Mohr, Justin (advisor), Yi, Chae S (advisor).

Subjects/Keywords: Copper catalyzed coupling; HDDA reaction

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APA · Chicago · MLA · Vancouver · CSE | Export to Zotero / EndNote / Reference Manager

APA (6th Edition):

Mamidipalli, P. R. P. (2015). Mechanism of Copper Catalyzed Diazo Coupling and its Applications & Reactions of Multiynes. (Thesis). University of Illinois – Chicago. Retrieved from http://hdl.handle.net/10027/19456

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

Chicago Manual of Style (16th Edition):

Mamidipalli, Phani Raja P. “Mechanism of Copper Catalyzed Diazo Coupling and its Applications & Reactions of Multiynes.” 2015. Thesis, University of Illinois – Chicago. Accessed March 21, 2019. http://hdl.handle.net/10027/19456.

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

MLA Handbook (7th Edition):

Mamidipalli, Phani Raja P. “Mechanism of Copper Catalyzed Diazo Coupling and its Applications & Reactions of Multiynes.” 2015. Web. 21 Mar 2019.

Vancouver:

Mamidipalli PRP. Mechanism of Copper Catalyzed Diazo Coupling and its Applications & Reactions of Multiynes. [Internet] [Thesis]. University of Illinois – Chicago; 2015. [cited 2019 Mar 21]. Available from: http://hdl.handle.net/10027/19456.

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

Council of Science Editors:

Mamidipalli PRP. Mechanism of Copper Catalyzed Diazo Coupling and its Applications & Reactions of Multiynes. [Thesis]. University of Illinois – Chicago; 2015. Available from: http://hdl.handle.net/10027/19456

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

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