The system formed by combining in situ Pd(OAc)2 with (2-pyridyl)diphenylphosphine (PyPPh2) and CH3SO3H catalyzes efficiently the carbonylation of terminal alkynes (phenylacetylene or 1-hexyne) with alcohols having perfluorinated segments of the type CF3(CF2)m(CH2)neOH (m¼1 or 3, n¼1, 2 or 3) or with pentafluorophenol. Good carbonylation rates accompanied by high regioselectivity towards acrylate ester formation are obtained under mild reaction conditions (T¼60e80 C, P(CO)¼30 atm). The influence of the CO pressure, the catalyst composition, the temperature and the number (n) of protonated methylene groups on the catalysis has been studied.
Fluorinated acrylates via alkoxycarbonylation of 1-alkynes with fluorinated alcohols
SCRIVANTI, Alberto;BERTOLDINI, Matteo;AVERSA, MANUELA;BEGHETTO, Valentina;PAGANELLI, Stefano;MATTEOLI, Ugo
2014-01-01
Abstract
The system formed by combining in situ Pd(OAc)2 with (2-pyridyl)diphenylphosphine (PyPPh2) and CH3SO3H catalyzes efficiently the carbonylation of terminal alkynes (phenylacetylene or 1-hexyne) with alcohols having perfluorinated segments of the type CF3(CF2)m(CH2)neOH (m¼1 or 3, n¼1, 2 or 3) or with pentafluorophenol. Good carbonylation rates accompanied by high regioselectivity towards acrylate ester formation are obtained under mild reaction conditions (T¼60e80 C, P(CO)¼30 atm). The influence of the CO pressure, the catalyst composition, the temperature and the number (n) of protonated methylene groups on the catalysis has been studied.
| File | Dimensione | Formato | |
|---|---|---|---|
|
1-s2.0-S0040402014009971-main.pdf
Open Access dal 02/11/2019
Tipologia:
Documento in Post-print
Licenza:
Accesso chiuso-personale
Dimensione
319.57 kB
Formato
Adobe PDF
|
319.57 kB | Adobe PDF | Visualizza/Apri |
I documenti in ARCA sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
