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Journal ArticleDOI

Fluorine and Gold: A Fruitful Partnership

Javier Miró, +1 more
- 22 Aug 2016 - 
- Vol. 116, Iss: 19, pp 11924-11966
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TLDR
The interaction of gold salts with fluorinated building blocks has been revised and recent developments in gold-catalyzed nucleophilic fluorinations have been covered.
Abstract
Gold-catalyzed reactions have witnessed an exponential growth in the past decade. When the unique modes of activation exhibited by gold species meet species with either fluorinated building blocks or fluorinating reagents, new opportunities arise for the development of new methodologies in fluoroorganic chemistry. Indeed, gold and fluorine truly formed a very fruitful partnership, and different types of reactivity emerged from their combination. This review gives an overview of such endeavors. The special properties imparted by fluorine to organic molecules have been exploited in gold-catalyzed processes, allowing for the generation of unprecedented fluorinated chemical entities. Thus, the interaction of gold salts with fluorinated building blocks has been revised. In a second section, recent developments in gold-catalyzed nucleophilic fluorinations have been covered. The development of new gold catalysts that stabilize the Au–F bond as well as recent mechanistic studies in the field raised the interest o...

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Citations
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Recent Advances in Gold(III) Chemistry: Structure, Bonding, Reactivity, and Role in Homogeneous Catalysis.

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Optimization of Catalysts and Conditions in Gold(I) Catalysis-Counterion and Additive Effects.

TL;DR: In this paper, a review of counterion or additive-regulated gold catalysts is presented from a mechanistic perspective, focusing on the physical properties of gold, such as gold affinity and hydrogen bond basicity.
References
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Journal ArticleDOI

Fluorine in Pharmaceuticals: Looking Beyond Intuition.

TL;DR: Experimental progress in exploration of the specific influence of carbon-fluorine single bonds on docking interactions is reviewed and complementary analysis based on comprehensive searches in the Cambridge Structural Database and the Protein Data Bank is added.
Journal ArticleDOI

Fluorine in medicinal chemistry.

TL;DR: This tutorial review provides a sampling of renowned fluorinated drugs and their mode of action with a discussion clarifying the role and impact of fluorine substitution on drug potency.
Journal ArticleDOI

5-Fluorouracil: mechanisms of action and clinical strategies

TL;DR: This work has shown that novel genes identified in DNA microarray profiling have the potential to identify novel genes that are involved in mediating resistance to 5-FU, and these genes might prove to be therapeutically valuable as new targets for chemotherapy, or as predictive biomarkers of response to5-FU-based chemotherapy.
Journal ArticleDOI

Gold-Catalyzed Organic Reactions

TL;DR: Important vinylgold intermediates, the transmetalation from gold to other transition metals, the development of new ligands for gold catalysis, and significant contributions from computational chemistry are other crucial points for the field highlighted here.
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