Metathesis transformations of natural products: cross-metathesis of natural rubber and mandarin oil by Ru-alkylidene catalysts.
作者： Araceli Martínez , Selena Gutiérrez , Mikhail A. Tlenkopatchev
DOI: 10.3390/MOLECULES17056001
关键词:
摘要: This study reports on the degradation of natural rubber (NR) via crossmetathesis with mandarin oil and d-limonene, an abundant compound in essential oils; that were used as chain transfer agents (CTAs) green solvents. Reactions performed presence ruthenium-alkylidene catalysts (PCy₃)₂(Cl)₂Ru=CHPh (I) (1,3-dimesityl-4,5-dihydroimidazol-2-ylidene) (PCy₃)Cl₂Ru=CHPh (II), respectively. Catalyst II bears N-heterocyclic carbene ligand (NHC) bounded to ruthenium atom, which has a strong basic character; therefore it is more active toward trisubstituted olefins comparison catalyst I. In both cases, isolated monoterpene-terminated isoprene oligomers obtained products cross-metathesis NR. molecular weight values around M(n) × 10² yields 80% obtained; whereas I, weights about 10⁴ ranging 70 74%. The composition yield NR determined by GC/MS (EI) analysis was found have primarily one vinyl group terpene-monocyclic at end, units A(m) = 2, 3 y 4.
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