Enantioselective Catalysis of Photochemical Reactions
The nature of the excited state renders the development of chiral catalysts for enantioselective photochemical reactions a considerable challenge. The absorption of a 400 nm photon corresponds to an energy uptake of approximately 300 kJ mol−1. Given the large distance to the ground state, innovative...
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Veröffentlicht in: | Angewandte Chemie International Edition 2015-03, Vol.54 (13), p.3872-3890 |
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description | The nature of the excited state renders the development of chiral catalysts for enantioselective photochemical reactions a considerable challenge. The absorption of a 400 nm photon corresponds to an energy uptake of approximately 300 kJ mol−1. Given the large distance to the ground state, innovative concepts are required to open reaction pathways that selectively lead to a single enantiomer of the desired product. This Review outlines the two major concepts of homogenously catalyzed enantioselective processes. The first part deals with chiral photocatalysts, which intervene in the photochemical key step and induce an asymmetric induction in this step. In the second part, reactions are presented in which the photochemical excitation is mediated by an achiral photocatalyst and the transfer of chirality is ensured by a second chiral catalyst (dual catalysis).
All good things come in threes: With catalysis, light, and chirality, three of the most important scientific phenomena merge in the field of the enantioselective catalysis of photochemical reactions. This Review introduces the main concepts and provides an overview of the key findings in this area. |
doi_str_mv | 10.1002/anie.201411409 |
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All good things come in threes: With catalysis, light, and chirality, three of the most important scientific phenomena merge in the field of the enantioselective catalysis of photochemical reactions. This Review introduces the main concepts and provides an overview of the key findings in this area.</description><subject>asymmetric catalysis</subject><subject>Catalysis</subject><subject>Catalysts</subject><subject>Chirality</subject><subject>enantioselectivity</subject><subject>Excitation</subject><subject>homogeneous catalysis</subject><subject>Photocatalysis</subject><subject>Photocatalysts</subject><subject>Photochemical</subject><subject>Photochemical reactions</subject><subject>photochemistry</subject><issn>1433-7851</issn><issn>1521-3773</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2015</creationdate><recordtype>article</recordtype><recordid>eNqFkDtPwzAUhS0E4lFYGVElFpYUX9uxkxFVLSCVp0CMluteC0MaQ5wC_fe4FCrEwuQzfOdc-SNkH2gPKGXHpvbYYxQEgKDlGtmGnEHGleLrKQvOM1XksEV2YnxKfFFQuUm2WK5SzMU2yQe1qVsfIlZoW_-G3b5pTTWPPnaD614_hjbYR5x6a6ruLZrEhDrukg1nqoh732-H3A8Hd_2zbHR1et4_GWVWgioz6xQUlkonAcZYuhIndCzsuEDHgAmnnJxQKqCgKSEUpXO5ZaKcCJazNME75Gi5-9KE1xnGVk99tFhVpsYwixoUBcoZk_J_VEohBNBkpkMO_6BPYdbU6SMLKrkD-LrdW1K2CTE26PRL46emmWugeuFeL9zrlftUOPienY2nOFnhP7ITUC6Bd1_h_J85fXJ5Pvg9ni27Prb4seqa5llLxVWuHy5Pdf9myG_F9YUe8U_0o51X</recordid><startdate>20150323</startdate><enddate>20150323</enddate><creator>Brimioulle, Richard</creator><creator>Lenhart, Dominik</creator><creator>Maturi, Mark M.</creator><creator>Bach, Thorsten</creator><general>WILEY-VCH Verlag</general><general>WILEY‐VCH Verlag</general><general>Wiley Subscription Services, Inc</general><scope>BSCLL</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7TM</scope><scope>K9.</scope><scope>7X8</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope></search><sort><creationdate>20150323</creationdate><title>Enantioselective Catalysis of Photochemical Reactions</title><author>Brimioulle, Richard ; Lenhart, Dominik ; Maturi, Mark M. ; Bach, Thorsten</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c6179-cf718c06f611be9f9ed0b4cb8ef2124f7f6d0041807f6e189ff5c249d4252c613</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2015</creationdate><topic>asymmetric catalysis</topic><topic>Catalysis</topic><topic>Catalysts</topic><topic>Chirality</topic><topic>enantioselectivity</topic><topic>Excitation</topic><topic>homogeneous catalysis</topic><topic>Photocatalysis</topic><topic>Photocatalysts</topic><topic>Photochemical</topic><topic>Photochemical reactions</topic><topic>photochemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Brimioulle, Richard</creatorcontrib><creatorcontrib>Lenhart, Dominik</creatorcontrib><creatorcontrib>Maturi, Mark M.</creatorcontrib><creatorcontrib>Bach, Thorsten</creatorcontrib><collection>Istex</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Nucleic Acids Abstracts</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>MEDLINE - Academic</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><jtitle>Angewandte Chemie International Edition</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Brimioulle, Richard</au><au>Lenhart, Dominik</au><au>Maturi, Mark M.</au><au>Bach, Thorsten</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Enantioselective Catalysis of Photochemical Reactions</atitle><jtitle>Angewandte Chemie International Edition</jtitle><addtitle>Angew. Chem. Int. Ed</addtitle><date>2015-03-23</date><risdate>2015</risdate><volume>54</volume><issue>13</issue><spage>3872</spage><epage>3890</epage><pages>3872-3890</pages><issn>1433-7851</issn><eissn>1521-3773</eissn><coden>ACIEAY</coden><abstract>The nature of the excited state renders the development of chiral catalysts for enantioselective photochemical reactions a considerable challenge. The absorption of a 400 nm photon corresponds to an energy uptake of approximately 300 kJ mol−1. Given the large distance to the ground state, innovative concepts are required to open reaction pathways that selectively lead to a single enantiomer of the desired product. This Review outlines the two major concepts of homogenously catalyzed enantioselective processes. The first part deals with chiral photocatalysts, which intervene in the photochemical key step and induce an asymmetric induction in this step. In the second part, reactions are presented in which the photochemical excitation is mediated by an achiral photocatalyst and the transfer of chirality is ensured by a second chiral catalyst (dual catalysis).
All good things come in threes: With catalysis, light, and chirality, three of the most important scientific phenomena merge in the field of the enantioselective catalysis of photochemical reactions. This Review introduces the main concepts and provides an overview of the key findings in this area.</abstract><cop>Weinheim</cop><pub>WILEY-VCH Verlag</pub><pmid>25728854</pmid><doi>10.1002/anie.201411409</doi><tpages>19</tpages><edition>International ed. in English</edition></addata></record> |
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subjects | asymmetric catalysis Catalysis Catalysts Chirality enantioselectivity Excitation homogeneous catalysis Photocatalysis Photocatalysts Photochemical Photochemical reactions photochemistry |
title | Enantioselective Catalysis of Photochemical Reactions |
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