Photochemical methods in metathesis reactions

Metathesis reactions are one of the most reliable and prevalent ways of creating a C-C bond in synthesis. Photochemical variants exist, and they have proven extremely useful for the construction of complex molecules, from natural products to Möbius rings. A variety of starting materials can undergo...

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Published inOrganic & biomolecular chemistry Vol. 18; no. 4; pp. 834 - 857
Main Authors Harvey, Freya M, Bochet, Christian G
Format Journal Article
LanguageEnglish
Published England Royal Society of Chemistry 21.10.2020
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Summary:Metathesis reactions are one of the most reliable and prevalent ways of creating a C-C bond in synthesis. Photochemical variants exist, and they have proven extremely useful for the construction of complex molecules, from natural products to Möbius rings. A variety of starting materials can undergo photometathesis reactions, including alkenes, alkynes, carbonyls, thiocarbonyls, and ketenes. While many of these reactions proceed with UV light and require harsh conditions, a handful of new techniques for visible-light photometathesis reactions have appeared recently. Given the current developments in visible-light photocatalysis, we believe that many more visible light photometathesis reactions await discovery. In this first review on the subject of photometathesis, we have gathered the relevant literature to give the reader an in-depth understanding of the field, and to inspire further development and synthetic application of these fascinating reactions. In this first review about photometathesis, we have gathered the relevant literature to give the reader an in-depth understanding of these fascinating reactions and to inspire future research.
Bibliography:Christian Bochet was born in The Netherlands. After attending schools in Paris and Geneva, he started studying chemistry in 1987 at the University of Geneva. He received a BSc degree in 1990, and a MSc in 1991 in inorganic chemistry under the guidance of Prof. Alan Williams. He then joined the group of the late Prof. Wolfgang Oppolzer, and received a Ph.D. in organic chemistry in 1996, focusing on total synthesis of alkaloids. After a postdoctoral stay at Stanford University with Prof. Barry M. Trost, where he worked on transition metal catalysis applied to the synthesis of natural products, he returned to the University of Geneva, setting up an independent research group in organic photochemistry. In 2002, he was awarded a SNF-professorship by the Swiss National Science Foundation, and moved to the University of Fribourg, where he became full professor in 2006. He chaired the department of chemistry from 2008 to 2010, and was Dean of the faculty of science from 2016 to 2019. His current interests include reagent-controlled selective reactions, total synthesis of natural products and organic photochemistry. When not doing chemistry, he enjoys playing violin in the Geneva Symphony Orchestra.
Freya Harvey was born in 1991 in Redhill, UK. She received her BSc in 2013 and her MSc in 2015 at the University of Fribourg, Switzerland. In 2016, she started her PhD studies under the guidance of Professor Christian Bochet at the University of Fribourg. Her research work during her PhD included organic synthesis, photochemistry, and computational chemistry. She submitted her thesis in September 2020 and is currently working as a Temporary Scientist at Monte Rosa Therapeutics in Basel, Switzerland.
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ISSN:1477-0520
1477-0539
1477-0539
DOI:10.1039/d0ob01450h