UNCONVENTIONAL GENERATION OF CATALYTIC ORGANOMETALIC REAGENTS FOR THE USE OF HYDROCARBONS AS RAW MATERIALS IN CARBON-CARBON BOND FORMATION REACTIONS (Q3174276)
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Project Q3174276 in Spain
| Language | Label | Description | Also known as |
|---|---|---|---|
| English | UNCONVENTIONAL GENERATION OF CATALYTIC ORGANOMETALIC REAGENTS FOR THE USE OF HYDROCARBONS AS RAW MATERIALS IN CARBON-CARBON BOND FORMATION REACTIONS |
Project Q3174276 in Spain |
Statements
57,015.2 Euro
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71,269.0 Euro
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80.0 percent
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1 January 2018
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31 December 2020
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UNIVERSIDAD DE SANTIAGO DE COMPOSTELA
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42°52'49.51"N, 8°32'45.10"W
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15078
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LA FORMACION DE ENLACES CARBON-CARBONO, BASE PARA LA SINTESIS DE MOLECULAS ESENCIALES, HA SIDO DESARROLLADA TRADICIONALMENTE MEDIANTE METODOLOGIAS QUE CONLLEVAN EL USO ESTEQUIOMETRICO DE REACTIVOS ORGANOMETALICOS. ESTOS PROCEDIMIENTOS ESTAN LIMITADOS POR LA DISPONIBILIDAD Y REACTIVIDAD DE DICHOS REACTIVOS Y DAN LUGAR A LA FORMACION DE CANTIDADES ESTEQUIOMETRICAS DE SUSTANCIAS INORGANICAS COMO SUB-PRODUCTO DE REACCION. UNO DE LOS MAYORES RETOS DE LA SINTESIS ORGANICA MODERNA ES EL DESARROLLO DE REACCCIONES DE FORMACION DE ENLACES C-C SOSTENIBLES Y DE ALTA EFICIENCIA ATOMICA, ASI COMO EL DESCUBRIMIENTO DE NUEVAS ALTERNATIVAS A LAS METODOLOGIAS SINTETICAS ACTUALES. EN ESTE SENTIDO, IMPERA LA NECESIDAD DE DESARROLLAR TRANSFORMACIONES CATALITICAS QUE PERMITAN REEMPLAZAR EL USO DE REACTIVOS ORGANOMETALICOS POR MATERIAS PRIMAS ABUNDANTES, COMO SON LOS HIDROCARBUROS, YA QUE DE ESTA MANERA SE PUEDE REDUCIR LA FORMACION DE RESIDUOS POTENCIALMENTE TOXICOS ASI COMO DAR LUGAR A TECNOLOGIAS MAS EFICIENTES Y SENCILLAS._x000D_ EL OBJETIVO GENERAL DE ESTE PROYECTO ES EL DESARROLLO DE UN NUEVO CONCEPTO EN CATALISIS BASADO EN LA GENERACION CATALITICA DE REACTIVOS ORGANOMETALICOS A PARTIR DE MATERIAS PRIMAS SIMPLES Y ABUNDANTES A TRAVES DE REAGRUPAMIENTOS DE BROOK (MIGRACIONES ANIONICAS INTRAMOLECULARES DE GRUPOS SILILO) CATALITICOS Y SU USO EN REACCIONES ESTEREOSELECTIVAS DE FORMACION DE ENLACES C-C._x000D_ ESTE CONCEPTO SERA DEMOSTRADO MEDIANTE EL DESARROLLO DE TECNOLOGIAS QUIMICAS NO CONVENCIONALES BASADAS EN 1) LA INTERACCION COOPERATIVA DE DOS COMPLEJOS DE METALES DE TRANSICION QUE PERMITA COMBINAR REAGRUPAMIENTOS DE BROOK CATALITICOS Y SUSTITUCION ALILICA ENANTIOSELECTIVA EN TRANSFORMACIONES QUE DEN LUGAR A LA FORMACION ESTEREOSELECTIVA DE 1,4-DIENOS, Y 2) REACCIONES EN CASCADA QUE INVOLUCREN PROCESOS DE SILILCUPRACION-ATRAPADO ELECTROFILICO-REAGRUPAMIENTO BROOK QUE PERMITAN LA DIFUNCIONALIZACION SELECTIVA DE ALQUENOS A TRAVES DEL USO DE DICHOS ALQUENOS COMO EQUIVALENTES DE UN BIS-CARBANION._x000D_ LA INVESTIGACION PROPUESTA PERMITIRA UN AVANCE DEL CONOCIMIENTO DENTRO DE LA QUIMICA ORGANOMETALICA Y LA SINTESIS ORGANICA, Y SENTARA LAS BASES DE UNA NUEVA TECNOLOGIA PARA LA PRODUCCION EFICIENTE, LIMPIA Y SOSTENIBLE DE COMPUESTOS DE ALTO VALOR AÑADIDO A PARTIR DE MATERIAS PRIMAS ABUNDANTES, COMO SON LOS HIDROCARBUROS. (Spanish)
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CARBON-CARBON BOND FORMATION, WHICH IS THE BASIS FOR THE SYNTHESIS OF ESSENTIAL MOLECULES, HAS BEEN TYPICALLY DEVELOPED THROUGH METHODS THAT INVOLVE THE USE OF PRE-MADE ORGANOMETALLIC REAGENTS. THESE PROCEDURES ARE INHERENTLY LIMITED TO THE AVAILABILITY AND REACTIVITY PROFILES OF THE REAGENT ITSELF AND ENTAIL THE FORMATION OF A STOICHIOMETRIC AMOUNT OF INORGANIC SALT AS A REACTION BY-PRODUCT. ONE OF THE MAJOR CHALLENGES IN MODERN SYNTHETIC ORGANIC CHEMISTRY IS THE DEVELOPMENT OF SUSTAINABLE AND ATOM-EFFICIENT C-C BOND FORMING REACTIONS AS WELL AS THE DISCOVERY OF NOVEL ALTERNATIVES TO THE CURRENT AVAILABLE METHODS. IN THIS CONTEXT, CATALYTIC TRANSFORMATIONS USING SIMPLE AND ABUNDANT ORGANIC MATERIALS AS LATENT ORGANOMETALLIC EQUIVALENTS ARE HIGHLY WARRANTED AS THEY CAN PROVIDE MORE EFFICIENT AND OPERATIONALLY SIMPLER PROCESSES THAN WHEN STOICHIOMETRIC QUANTITIES OF SENSITIVE INTERMEDIATES ARE REQUIRED._x000D_ THE OVERALL AIM OF THIS PROJECT IS THE DEVELOPMENT OF A NEW CONCEPT IN CATALYSIS WHICH ENTAILS GENERATION OF TRANSIENT ORGANOMETALLIC REAGENTS FROM SIMPLE AND ABUNDANT FEEDSTOCKS USING CATALYTIC BROOK REARRANGEMENTS (INTRAMOLECULAR ANIONIC MIGRATIONS OF A SILYL GROUP) AND THEIR IN-SITU USE IN STEREOSELECTIVE C-C BOND FORMING REACTIONS._x000D_ THE CONCEPT WILL BE DEMONSTRATED BY DEVELOPING UNCONVENTIONAL SYNTHETIC TECHNOLOGIES BASED ON 1) THE MERGER OF CATALYTIC BROOK REARRANGEMENT AND ASYMMETRIC ALLYLIC SUBSTITUTION THROUGH A COOPERATIVE INTERACTION BETWEEN TWO TRANSITION METAL COMPLEXES WHICH WILL ALLOW 1,4-DIENES TO BE SYNTHESIZED IN A STEREOSELECTIVE MANNER, AND 2) COPPER-CATALYZED CASCADE REACTIONS INVOLVING DOUBLE BOND SILYLCUPRATION-ELECTROPHILIC TRAPPING-BROOK REARRANGEMENT PROCESSES WHICH WILL ALLOW FOR SELECTIVE ALKENE DIFUNCTIONALIZATION PROCESSES IN WHICH OLEFINS OPERATE AS LATENT BIS-CARBANION EQUIVALENTS. THESE NEW METHODOLOGIES WILL ALLOW FOR ACHIEVING C-C COUPLINGS THAT CANNOT BE PERFORMED USING CURRENT METHODS._x000D_ THE PROPOSED RESEARCH WILL SHIFT THE FRONTIERS OF ORGANOMETALLIC CATALYSIS AND ORGANIC SYNTHESIS, AND WILL SET THE BASIS FOR A NEW TECHNOLOGY FOR THE EFFICIENT, CLEAN AND SUSTAINABLE PRODUCTION OF HIGHLY VALUABLE COMPOUNDS FROM ABUNDANT AND READILY AVAILABLE FEEDSTOCKS, SUCH AS HYDROCARBONS. (English)
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Santiago de Compostela
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Identifiers
CTQ2017-88451-R
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