The influence of perhydroazepine and piperidine as further ancillary ligands on Ru-PPh3-based catalysts for ROMP of norbornene and norbornadiene

Sá, José Luiz Silva; Vieira, Laís H.; Nascimento, Érika; Neto, Benedito dos Santos Lima

doi:10.1016/j.apcata.2009.12.013

Cited by 34 publications

(18 citation statements)

References 14 publications

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“…The yields or selectivity are achieved by tuning the choice of the catalyst with the reaction conditions [12]. In this way, the application of catalytic precursors, such as the Lima-Neto Ru-compounds synthesized for ROMP reactions [13][14][15][16], can be modulated for other purposes inside of the metathesis type.…”

Section: Of 11mentioning

confidence: 99%

Ethyl Linoleate Derivatives from Olefin Metathesis as a Function of the Starting Complex and Reactivity Conditions

Neta¹,

Silva²,

Carvalho³

et al. 2017

Preprint

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Olefin metathesis of ethyl linoleate (EL) was investigated under different conditions of substrate amount, temperature, and catalyst. Second-generation Grubbs catalyst (G2) was used in experiments at 20 and 50 ºC for 24 and 48h, whereas first-generation Grubbs catalyst (G1) and [RuCl2(PPh3)2perhydroazepine] (LN) were used in experiments at 50 ºC for 24h, with the latter also being investigated in the presence or absence of SnCl2 as co-catalyst. Catalytic products were analyzed for GC-MS and discussed in terms of relative percent of the metathesis products. With G2 as catalyst, GC-MS chromatograms were similar in all the amounts of EL investigated at 50 ºC for 24h, except for ethyl hexadec-9-enoate (compound K), which was obtained with different percentage as a function of EL amount (55% for 2 and 5 mL and 65% for 8 mL). An α,ω-dicarboxylic acid with m/z = 444.00 (compound L) was produced from the experiments at 50 ºC for 24h with similar percentage as a function of EL amount. However, the relative percentage of L changed with the increase of EL volume in the experiments at 20 ºC (ca. 18, 27, and 28%, with 2, 5, and 8 mL of EL, respectively). The olefin metathesis of EL conducted by G1 reached lower selectivity than that conducted by G2 for 24h at 50 ºC. Several intense peaks reached with G1 were similar to those obtained with G2, in addition to new peaks of medium intensity. Compound L showed higher m/z, similar to that presented with G2, but with lower relative proportion in the mixture. LN was inert for olefin metathesis of EL; however, it was activated in the presence of SnCl2 at 50 ºC for 24h. Different compounds and selectivity as a function of the catalyst type and reaction conditions were obtained.

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Section: Of 11mentioning

confidence: 99%

Ethyl Linoleate Derivatives from Olefin Metathesis as a Function of the Starting Complex and Reactivity Conditions

Neta¹,

Silva²,

Carvalho³

et al. 2017

Preprint

View full text Add to dashboard Cite

show abstract

“…[21,32,34] . Ainda, seu custo de produção é relativamente baixo comparado aos catalisadores comerciais já disponíveis.…”

Section: Reações De Rompunclassified

“…Sabese que os efeitos de cada amina combinado com os efeitos eletrônicos e estéreos das moléculas de PPh3 gera complexos que apresentam diferentes atividades com diferentes períodos de indução [34,37] .…”

Section: Proposta De Trabalhounclassified

“…A mistura resultante foi agitada à temperatura ambiente durante 1,5 horas. Um precipitado verde foi separado por filtração, lavado com éter dietílico e seco a vácuo [34] .…”

Section: Sínteses Dos Complexos [Rucl2(pph3)2(amina)] Com Peridroazeunclassified

“…O composto resultante, um precipitado verde foi em seguida, filtrado e lavado com metanol e éter etílico, depois secou-se no vácuo [34] .…”

Section: Sínteses Dos Complexos [Rucl2(pph3)2(amina)] Com Peridroazeunclassified

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Desenvolvimento de novas combinações monômero - catalisador para a produção de polímeros via ROMP

Castro¹

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Bicyclo[2.2.1]hepta-2,5-diene (Norbornadiene)

Kettles

Tam

2012

Encyclopedia of Reagents for Organic Synthesis

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The influence of perhydroazepine and piperidine as further ancillary ligands on Ru-PPh3-based catalysts for ROMP of norbornene and norbornadiene

Cited by 34 publications

References 14 publications

Ethyl Linoleate Derivatives from Olefin Metathesis as a Function of the Starting Complex and Reactivity Conditions

Ethyl Linoleate Derivatives from Olefin Metathesis as a Function of the Starting Complex and Reactivity Conditions

Desenvolvimento de novas combinações monômero - catalisador para a produção de polímeros via ROMP

Bicyclo[2.2.1]hepta-2,5-diene (Norbornadiene)

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