[4+2] versus [2+2] Homodimerization in P(V) Derivatives of 2,4-Disubstituted Phospholes
Phosphole P(V) derivatives are interesting building blocks for various applications from ligand synthesis to material sciences. We herein describe the preparation and characterisation of new 2,4-disubstituted oxo-, thiooxo-, and selenooxophospholes. The nature of the substituents on the phosphole ri...
Saved in:
| Main Authors: | , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
Wiley
2019-01-01
|
| Series: | Heteroatom Chemistry |
| Online Access: | http://dx.doi.org/10.1155/2019/2596405 |
| Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
| _version_ | 1849308380574777344 |
|---|---|
| author | Guillaume Bousrez Emmanuel Nicolas Agathe Martinez Sylviane Chevreux Florian Jaroschik |
| author_facet | Guillaume Bousrez Emmanuel Nicolas Agathe Martinez Sylviane Chevreux Florian Jaroschik |
| author_sort | Guillaume Bousrez |
| collection | DOAJ |
| description | Phosphole P(V) derivatives are interesting building blocks for various applications from ligand synthesis to material sciences. We herein describe the preparation and characterisation of new 2,4-disubstituted oxo-, thiooxo-, and selenooxophospholes. The nature of the substituents on the phosphole ring determines the reactivity of these compounds towards homodimerization reactions. Aryl and trimethylsilyl substituted oxophospholes undergo selective [4+2] dimerization, whereas, for thiooxo- and selenooxophospholes, light-induced, selective [2+2] head-to-head dimerization occurs in the case of aryl substituents. DFT calculations provide some insights on these differences in reactivity. |
| format | Article |
| id | doaj-art-0fe2f86e7ac04c3ba6ee718b1d0f1e40 |
| institution | Kabale University |
| issn | 1042-7163 1098-1071 |
| language | English |
| publishDate | 2019-01-01 |
| publisher | Wiley |
| record_format | Article |
| series | Heteroatom Chemistry |
| spelling | doaj-art-0fe2f86e7ac04c3ba6ee718b1d0f1e402025-08-20T03:54:29ZengWileyHeteroatom Chemistry1042-71631098-10712019-01-01201910.1155/2019/25964052596405[4+2] versus [2+2] Homodimerization in P(V) Derivatives of 2,4-Disubstituted PhospholesGuillaume Bousrez0Emmanuel Nicolas1Agathe Martinez2Sylviane Chevreux3Florian Jaroschik4Institut de Chimie Moléculaire de Reims, Université de Reims Champagne-Ardenne, BP 1039, 51687 Reims, FranceNIMBE, CEA, CNRS, Université Paris-Saclay, CEA Saclay, 91191 Gif-sur-Yvette Cedex, FranceInstitut de Chimie Moléculaire de Reims, Université de Reims Champagne-Ardenne, BP 1039, 51687 Reims, FranceInstitut de Chimie Moléculaire de Reims, Université de Reims Champagne-Ardenne, BP 1039, 51687 Reims, FranceInstitut de Chimie Moléculaire de Reims, Université de Reims Champagne-Ardenne, BP 1039, 51687 Reims, FrancePhosphole P(V) derivatives are interesting building blocks for various applications from ligand synthesis to material sciences. We herein describe the preparation and characterisation of new 2,4-disubstituted oxo-, thiooxo-, and selenooxophospholes. The nature of the substituents on the phosphole ring determines the reactivity of these compounds towards homodimerization reactions. Aryl and trimethylsilyl substituted oxophospholes undergo selective [4+2] dimerization, whereas, for thiooxo- and selenooxophospholes, light-induced, selective [2+2] head-to-head dimerization occurs in the case of aryl substituents. DFT calculations provide some insights on these differences in reactivity.http://dx.doi.org/10.1155/2019/2596405 |
| spellingShingle | Guillaume Bousrez Emmanuel Nicolas Agathe Martinez Sylviane Chevreux Florian Jaroschik [4+2] versus [2+2] Homodimerization in P(V) Derivatives of 2,4-Disubstituted Phospholes Heteroatom Chemistry |
| title | [4+2] versus [2+2] Homodimerization in P(V) Derivatives of 2,4-Disubstituted Phospholes |
| title_full | [4+2] versus [2+2] Homodimerization in P(V) Derivatives of 2,4-Disubstituted Phospholes |
| title_fullStr | [4+2] versus [2+2] Homodimerization in P(V) Derivatives of 2,4-Disubstituted Phospholes |
| title_full_unstemmed | [4+2] versus [2+2] Homodimerization in P(V) Derivatives of 2,4-Disubstituted Phospholes |
| title_short | [4+2] versus [2+2] Homodimerization in P(V) Derivatives of 2,4-Disubstituted Phospholes |
| title_sort | 4 2 versus 2 2 homodimerization in p v derivatives of 2 4 disubstituted phospholes |
| url | http://dx.doi.org/10.1155/2019/2596405 |
| work_keys_str_mv | AT guillaumebousrez 42versus22homodimerizationinpvderivativesof24disubstitutedphospholes AT emmanuelnicolas 42versus22homodimerizationinpvderivativesof24disubstitutedphospholes AT agathemartinez 42versus22homodimerizationinpvderivativesof24disubstitutedphospholes AT sylvianechevreux 42versus22homodimerizationinpvderivativesof24disubstitutedphospholes AT florianjaroschik 42versus22homodimerizationinpvderivativesof24disubstitutedphospholes |