 |
Journal articles
Donor-Stabilized Silacyclobutanone: A Precursor of 1-Silaketene via Retro-[2 + 2]-Cycloaddition Reaction at Room Temperature
Thibault Troadec
1
Morelia Lopez
1
Ricardo Rodriguez
1
Antoine Baceiredo
1
Nathalie Saffon-Merceron
2
Vicenç Branchadell
3
Tsuyoshi Kato
1
Thibault Troadec 1
Author IdHAL : thibaulttroadec ORCID : https://orcid.org/0000-0002-8005-4302
Morelia Lopez 1
Author
Ricardo Rodriguez 1
Author
Antoine Baceiredo 1
Author
Nathalie Saffon-Merceron 2
Author IdHAL : saffon ORCID : https://orcid.org/0000-0002-0301-4163
Vicenç Branchadell 3
Author
Tsuyoshi Kato 1
Author
1
LHFA - Laboratoire Hétérochimie Fondamentale et Appliquée (Bâtiment 2R1, 118 Route de Narbonne, 31062 Toulouse - France)
- ICT-FR 2599 - Institut de Chimie de Toulouse (118 Route de Narbonne 31062 Toulouse cédex 9 - France)
- IRD - Institut de Recherche pour le Développement (Siège Le Sextant 44, bd de Dunkerque CS 90009 13572 Marseille cedex 02 - France)
- UT3 - Université Toulouse III - Paul Sabatier (118 route de Narbonne - 31062 Toulouse - France)
- Université Fédérale Toulouse Midi-Pyrénées (41 Allée Jules Guesde, 31000 Toulouse - France)
- CNRS - Centre National de la Recherche Scientifique : UAR2599 / FR2599 (France)
- Toulouse INP - Institut National Polytechnique (Toulouse) (France)
- Université Fédérale Toulouse Midi-Pyrénées (41 Allée Jules Guesde, 31000 Toulouse - France)
- CNRS - Centre National de la Recherche Scientifique : UMR5069 (France)
- UT3 - Université Toulouse III - Paul Sabatier (118 route de Narbonne - 31062 Toulouse - France)
- Université Fédérale Toulouse Midi-Pyrénées (41 Allée Jules Guesde, 31000 Toulouse - France)
2
ICT-FR 2599 - Institut de Chimie de Toulouse (118 Route de Narbonne 31062 Toulouse cédex 9 - France)
- IRD - Institut de Recherche pour le Développement (Siège Le Sextant 44, bd de Dunkerque CS 90009 13572 Marseille cedex 02 - France)
- UT3 - Université Toulouse III - Paul Sabatier (118 route de Narbonne - 31062 Toulouse - France)
- Université Fédérale Toulouse Midi-Pyrénées (41 Allée Jules Guesde, 31000 Toulouse - France)
- CNRS - Centre National de la Recherche Scientifique : UAR2599 / FR2599 (France)
- Toulouse INP - Institut National Polytechnique (Toulouse) (France)
- Université Fédérale Toulouse Midi-Pyrénées (41 Allée Jules Guesde, 31000 Toulouse - France)
3
UAB - Universitat Autònoma de Barcelona (UAB Campus 08193 Bellaterra Barcelona - Spain)
Abstract : The synthesis of donor-stabilized silacyclo-butanone 2 was successfully realized by the reaction of silacyclopropylidene 1 with benzaldehyde in the presence of a Lewis acid catalyst. Of particular interest, silacyclobutanone 2 evolves at room temperature via a retro-[2 + 2]-cycloaddition reaction, leading to an original NHC-stabilized 1-silaketene 4 and cis-stilbene.
Document type :
Journal articles
Domain :
Complete list of metadata
https://hal.univ-brest.fr/hal-01646165
Contributor : Thibault Troadec Connect in order to contact the contributor
Submitted on : Tuesday, December 5, 2017 - 2:49:07 PM
Last modification on : Thursday, October 21, 2021 - 3:07:44 AM
Contributor : Thibault Troadec Connect in order to contact the contributor
Submitted on : Tuesday, December 5, 2017 - 2:49:07 PM
Last modification on : Thursday, October 21, 2021 - 3:07:44 AM
Identifiers
- HAL Id : hal-01646165, version 1
- DOI : 10.1021/jacs.6b00631
Collections
UNIV-BREST | CNRS | INC-CNRS | UNIV-TLSE3
Citation
Thibault Troadec, Morelia Lopez, Ricardo Rodriguez, Antoine Baceiredo, Nathalie Saffon-Merceron, et al.. Donor-Stabilized Silacyclobutanone: A Precursor of 1-Silaketene via Retro-[2 + 2]-Cycloaddition Reaction at Room Temperature. Journal of the American Chemical Society, American Chemical Society, 2016, 138 (9), pp.2965-2968. ⟨10.1021/jacs.6b00631⟩. ⟨hal-01646165⟩
Metrics
Record views