A convenient catalyst system employing RuCl3 or RuBr3 for metathesis of acyclic olefins

Nubel, Philip O.; Hunt, Clinton

doi:10.1016/s1381-1169(99)00150-8

Cited by 24 publications

(4 citation statements)

References 20 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…The reaction can conveniently be performed at room temperature and at substrate/catalyst molar ratios (S/C) up to 100 000. This reaction is also capable of significantly enhancing the efficiency of the in-situ method for generation of an active metathesis catalyst developed by Nubel and Hunt . Thus, in-situ generation of the active catalyst by addition of RuCl 3 , PCy 3 , and 1,4-butynediol diacetate (BDD) to 1-octene in the presence of an intial hydrogen sparge (S/C 9000, 500 equiv phenol/Ru, 60 °C) afforded 68% conversion to 7-tetradecene after 3 h. Without phenol the identical reaction produced only 20% 7-tetradecene.…”

Section: Resultsmentioning

confidence: 99%

A Convenient System for Improving the Efficiency of First-Generation Ruthenium Olefin Metathesis Catalysts

et al. 2005

View full text Add to dashboard Cite

The performance of certain olefin metathesis reactions catalyzed by Grubbs catalysts has been enhanced by the simple addition of phenol. Addition of phenol to self-metathesis reactions catalyzed by 1 produced very small quantities of unwanted byproducts and allowed for room-temperature metathesis at high substrate:catalyst loadings. The efficiency of cross-metathesis reactions between methyl acrylate and 1-decene catalyzed by 2 was also significantly increased by addition of p-cresol to the reaction mixture. Mechanistic studies, including NMR spectroscopy and DFT calculations, established that phenol is playing a number of positive roles in the active metathesis cycle, including altering the relative rates of phosphine loss and rebinding, activating the carbene carbon for reaction with olefinic substrate, and hemilabile stabilization of the key 14-electron intermediate species.

show abstract

Section: Resultsmentioning

confidence: 99%

A Convenient System for Improving the Efficiency of First-Generation Ruthenium Olefin Metathesis Catalysts

et al. 2005

View full text Add to dashboard Cite

show abstract

“…Therefore, numerous articles dealing with cheaper Ru‐based systems of potential industrial interest have appeared. For example, Nubel and Hunt used RuCl 3 or RuBr 3 in combination with various phosphines and alkynes, preferably under an atmosphere of H 2 225. Mühlebach et al investigated inter alia ( p ‐cymene)PCy 3 RuCl 2 ,110, 111 and Louie and Grubbs a studied NHC‐bearing Ru system 226, 227.…”

Section: Ruthenium‐based Metathesis Catalysts: An Overviewmentioning

confidence: 99%

Ruthenium‐based metathesis initiators: Development and use in ring‐opening metathesis polymerization

Frenzel

Nuyken

2002

J. Polym. Sci. A Polym. Chem.

161

View full text Add to dashboard Cite

For many years, olefin metathesis has been a central topic of industrial and academic research because of its great synthetic utility. The employed initiators cover a wide range of compounds, from simple transition-metal salts to highly sophisticated and well-defined alkylidene complexes. Currently, ruthenium-based catalysts are at the center of attention because of their remarkable tolerance toward oxygen, moisture, and numerous functionalities. This article focuses on recent developments in the field of ring-opening metathesis polymerization using ruthenium-based catalysts. ruthenium-based initiators and their applications to the preparation of advanced polymeric materials are briefly reviewed.

show abstract

“…A metátese de olefinas é geralmente uma reação reversível e requer um industrial incluem altos rendimentos, facilidade de síntese e purificiação, insumos baratos, além de tornar os protocolos de síntese mais viáveis para área acadêmica e industrial. (MÜLLER et al, 2019;NUBEL;HUNT, 1999) Uma das alternativas promissoras está na química de coordenação dos compostos com sulfóxidos, originada na década de 60 com atividade potencial em catálise homogênea. (SILVA; TOMA, 1993)…”

Section: Catalisadores Para Reação De Metátese De Olefinasunclassified

“…Com centro metálico "duro", a preferência é se ligar Já um metal "mole" é a de 2015; SIPOS; DRINKEL;DORTA, 2015) ligante dmso se comporta como um receptor restrições a umidade, ar, luz e calor. Alguns outros objetivos com relevância industrial incluem altos rendimentos, facilidade de síntese e purificiação, insumos tornar os protocolos de síntese mais viáveis para área acadêmica e(MÜLLER et al, 2019;NUBEL;HUNT, 1999) Uma das alternativas promissoras está na química de coordenação dos compostos com sulfóxidos, originada na década de 60 com atividade potencial em (SILVA; TOMA, 1993) Um dos precursores de síntese é o dmso) 3 ] devido à sua versatilidade associada com a natureza /Odmso coordenado (CALLIGARIS, 1996). Pré-catalisadores de rutênio ligados a sulfóxido quando aplicados em metátese são contribuição catalisadores atualmente disponíveis (JOHNS et al, 2019).…”

unclassified

Amino complexo de Ru-dmso como pré-catalisador para reação de polimerização: estudo cinético e mecanístico

Martins¹

View full text Add to dashboard Cite

A minha família pelo apoio e carinho.Ao professor Benedito S. Lima-Neto pela confiança no meu trabalho e orientação nesses anos de pesquisa.Aos professores André L. Bogado e José L. S. Sá pela valiosa contribuição no exame de qualificação.Aos meus queridos amigos, aos que torceram e sorriram comigo nessa jornada.Aos colegas de laboratório que me receberam no Lab 02 da Inorgânica, quando eu ainda não sabia trabalhar com reações em atmosfera inerte, pelas discussões e pausas para o cafezinho.Aos membros do grupo LaCOM (UNESP) pela rica troca científica.Aos técnicos da CAQI-IQSC pela dedicação e ajuda no desenvolvimento dos experimentos.Ao IQSC e USP pelo suporte institucional.Ao CNPq pela bolsa concedida, nº 141021/2018-7, CAPES e FAPESP pelo suporte financeiro.

show abstract

A convenient catalyst system employing RuCl3 or RuBr3 for metathesis of acyclic olefins

Cited by 24 publications

References 20 publications

A Convenient System for Improving the Efficiency of First-Generation Ruthenium Olefin Metathesis Catalysts

A Convenient System for Improving the Efficiency of First-Generation Ruthenium Olefin Metathesis Catalysts

Ruthenium‐based metathesis initiators: Development and use in ring‐opening metathesis polymerization

Amino complexo de Ru-dmso como pré-catalisador para reação de polimerização: estudo cinético e mecanístico

Contact Info

Product

Resources

About