Approaches to the Functionalization of Organosilicon Dendrones Based on Limonene

Previously, we reported the synthesis of carbosilane and carbosilane-siloxane dendrons of various generations based limonene, a natural terpene. Limonene that contains two double bonds, namely cyclohexene and isoprenyl ones, was shown to undergo regioselective hydrosilylation exclusively at its isop...

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Bibliographic Details
Published in:Applied sciences 2023-02, Vol.13 (4), p.2121
Main Authors: Ryzhkov, Aleksei I., Drozdov, Fedor V., Cherkaev, Georgij V., Muzafarov, Aziz M.
Format: Article
Language:English
Subjects:
Addition polymerization
Alkynes
carbosilane dendrimers
Chemical properties
Chromatography
Cycloaddition
Cyclohexene
Dendrimers
functionalization
Hydrosilylation
Limonene
Macromolecules
Nanoparticles
NMR
Nuclear magnetic resonance
Olefins
Polymers
Silicon compounds
siloxanes
Sodium
Solvents
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Summary:Previously, we reported the synthesis of carbosilane and carbosilane-siloxane dendrons of various generations based limonene, a natural terpene. Limonene that contains two double bonds, namely cyclohexene and isoprenyl ones, was shown to undergo regioselective hydrosilylation exclusively at its isoprenyl double bond. This finding was used to prepare carbosilane dendrons (CDs) with a limonene moiety at the focal point. In this study, we present variants for the functionalization of the cyclohexene double bond by an epoxidation reaction in order to use the resulting dendrons for the preparation of various macromolecular objects, including Janus dendrimers (JDs), dendronized polymers, and macroinitiators. Moreover, it was shown that dendrons with peripheral azide functions could be obtained. These methods offer both the possibilities of the further growth of branches and the addition of polymers with a different nature by the azide–alkyne cycloaddition reaction.
ISSN:2076-3417
2076-3417
DOI:10.3390/app13042121