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...
| Main Authors: | , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
MDPI AG
2023-02-01
|
| Series: | Applied Sciences |
| Subjects: | |
| Online Access: | https://www.mdpi.com/2076-3417/13/4/2121 |
| _version_ | 1797622652304621568 |
|---|---|
| author | Aleksei I. Ryzhkov Fedor V. Drozdov Georgij V. Cherkaev Aziz M. Muzafarov |
| author_facet | Aleksei I. Ryzhkov Fedor V. Drozdov Georgij V. Cherkaev Aziz M. Muzafarov |
| author_sort | Aleksei I. Ryzhkov |
| collection | DOAJ |
| description | 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. |
| first_indexed | 2024-03-11T09:13:23Z |
| format | Article |
| id | doaj.art-b2cc6f75281942dfbdc103c3e695a687 |
| institution | Directory Open Access Journal |
| issn | 2076-3417 |
| language | English |
| last_indexed | 2024-03-11T09:13:23Z |
| publishDate | 2023-02-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Applied Sciences |
| spelling | doaj.art-b2cc6f75281942dfbdc103c3e695a6872023-11-16T18:51:10ZengMDPI AGApplied Sciences2076-34172023-02-01134212110.3390/app13042121Approaches to the Functionalization of Organosilicon Dendrones Based on LimoneneAleksei I. Ryzhkov0Fedor V. Drozdov1Georgij V. Cherkaev2Aziz M. Muzafarov3A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 119991 Moscow, RussiaEnikolopov Institute of Synthetic Polymeric Materials, Russian Academy of Sciences, 117393 Moscow, RussiaEnikolopov Institute of Synthetic Polymeric Materials, Russian Academy of Sciences, 117393 Moscow, RussiaA. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 119991 Moscow, RussiaPreviously, 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.https://www.mdpi.com/2076-3417/13/4/2121limonenecarbosilane dendrimerssiloxanesfunctionalization |
| spellingShingle | Aleksei I. Ryzhkov Fedor V. Drozdov Georgij V. Cherkaev Aziz M. Muzafarov Approaches to the Functionalization of Organosilicon Dendrones Based on Limonene Applied Sciences limonene carbosilane dendrimers siloxanes functionalization |
| title | Approaches to the Functionalization of Organosilicon Dendrones Based on Limonene |
| title_full | Approaches to the Functionalization of Organosilicon Dendrones Based on Limonene |
| title_fullStr | Approaches to the Functionalization of Organosilicon Dendrones Based on Limonene |
| title_full_unstemmed | Approaches to the Functionalization of Organosilicon Dendrones Based on Limonene |
| title_short | Approaches to the Functionalization of Organosilicon Dendrones Based on Limonene |
| title_sort | approaches to the functionalization of organosilicon dendrones based on limonene |
| topic | limonene carbosilane dendrimers siloxanes functionalization |
| url | https://www.mdpi.com/2076-3417/13/4/2121 |
| work_keys_str_mv | AT alekseiiryzhkov approachestothefunctionalizationoforganosilicondendronesbasedonlimonene AT fedorvdrozdov approachestothefunctionalizationoforganosilicondendronesbasedonlimonene AT georgijvcherkaev approachestothefunctionalizationoforganosilicondendronesbasedonlimonene AT azizmmuzafarov approachestothefunctionalizationoforganosilicondendronesbasedonlimonene |