An overview of the cycloaddition chemistry of fulvenes and emerging applications
The unusual electronic properties and unique reactivity of fulvenes have interested researchers for over a century. The propensity to form dipolar structures at relatively low temperatures and to participate as various components in cycloaddition reactions, often highly selectively, makes them ideal...
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Online Access: | https://doi.org/10.3762/bjoc.15.209 |
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doaj-3f1d960707844a4e9c11fa82cd671cb02021-04-02T16:07:08ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972019-09-011512113213210.3762/bjoc.15.2091860-5397-15-209An overview of the cycloaddition chemistry of fulvenes and emerging applicationsEllen Swan0Kirsten Platts1Anton Blencowe2School of Pharmacy and Medical Sciences, The University of South Australia, Adelaide, South Australia 5000, AustraliaSchool of Pharmacy and Medical Sciences, The University of South Australia, Adelaide, South Australia 5000, AustraliaSchool of Pharmacy and Medical Sciences, The University of South Australia, Adelaide, South Australia 5000, AustraliaThe unusual electronic properties and unique reactivity of fulvenes have interested researchers for over a century. The propensity to form dipolar structures at relatively low temperatures and to participate as various components in cycloaddition reactions, often highly selectively, makes them ideal for the synthesis of complex polycyclic carbon scaffolds. As a result, fulvene cycloaddition chemistry has been employed extensively for the synthesis of natural products. More recently, fulvene cycloaddition chemistry has also found application to other areas including materials chemistry and dynamic combinatorial chemistry. This highlight article discusses the unusual properties of fulvenes and their varied cycloaddition chemistry, focussing on applications in organic and natural synthesis, dynamic combinatorial chemistry and materials chemistry, including dynamers, hydrogels and charge transfer complexes. Tables providing comprehensive directories of fulvene cycloaddition chemistry are provided, including fulvene intramolecular and intermolecular cycloadditions complete with reactant partners and their resulting cyclic adducts, which provide a useful reference source for synthetic chemists working with fulvenes and complex polycyclic scaffolds.https://doi.org/10.3762/bjoc.15.209cycloadditionfulvenepolycyclic scaffolds |
collection |
DOAJ |
language |
English |
format |
Article |
sources |
DOAJ |
author |
Ellen Swan Kirsten Platts Anton Blencowe |
spellingShingle |
Ellen Swan Kirsten Platts Anton Blencowe An overview of the cycloaddition chemistry of fulvenes and emerging applications Beilstein Journal of Organic Chemistry cycloaddition fulvene polycyclic scaffolds |
author_facet |
Ellen Swan Kirsten Platts Anton Blencowe |
author_sort |
Ellen Swan |
title |
An overview of the cycloaddition chemistry of fulvenes and emerging applications |
title_short |
An overview of the cycloaddition chemistry of fulvenes and emerging applications |
title_full |
An overview of the cycloaddition chemistry of fulvenes and emerging applications |
title_fullStr |
An overview of the cycloaddition chemistry of fulvenes and emerging applications |
title_full_unstemmed |
An overview of the cycloaddition chemistry of fulvenes and emerging applications |
title_sort |
overview of the cycloaddition chemistry of fulvenes and emerging applications |
publisher |
Beilstein-Institut |
series |
Beilstein Journal of Organic Chemistry |
issn |
1860-5397 |
publishDate |
2019-09-01 |
description |
The unusual electronic properties and unique reactivity of fulvenes have interested researchers for over a century. The propensity to form dipolar structures at relatively low temperatures and to participate as various components in cycloaddition reactions, often highly selectively, makes them ideal for the synthesis of complex polycyclic carbon scaffolds. As a result, fulvene cycloaddition chemistry has been employed extensively for the synthesis of natural products. More recently, fulvene cycloaddition chemistry has also found application to other areas including materials chemistry and dynamic combinatorial chemistry. This highlight article discusses the unusual properties of fulvenes and their varied cycloaddition chemistry, focussing on applications in organic and natural synthesis, dynamic combinatorial chemistry and materials chemistry, including dynamers, hydrogels and charge transfer complexes. Tables providing comprehensive directories of fulvene cycloaddition chemistry are provided, including fulvene intramolecular and intermolecular cycloadditions complete with reactant partners and their resulting cyclic adducts, which provide a useful reference source for synthetic chemists working with fulvenes and complex polycyclic scaffolds. |
topic |
cycloaddition fulvene polycyclic scaffolds |
url |
https://doi.org/10.3762/bjoc.15.209 |
work_keys_str_mv |
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