An isolable phosphaethynolato-borane and its reactivity
The synthesis and characterization of a stable phosphaethynolato-borane, [B]OCP (1, [B] = N,N'-bis(2,6-diisopropylphenyl)-2,3-dihydro-1H-1,3,2-diazaboryl), is described. The increased triple bond character of the P-C bond in 1 relative to the free ion (PCO-) is probed in a series of reactivity...
| Main Authors: | , , |
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| Format: | Journal article |
| Language: | English |
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Wiley
2018
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| _version_ | 1797103930828652544 |
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| author | Wilson, D Hinz, A Goicoechea, JM |
| author_facet | Wilson, D Hinz, A Goicoechea, JM |
| author_sort | Wilson, D |
| collection | OXFORD |
| description | The synthesis and characterization of a stable phosphaethynolato-borane, [B]OCP (1, [B] = N,N'-bis(2,6-diisopropylphenyl)-2,3-dihydro-1H-1,3,2-diazaboryl), is described. The increased triple bond character of the P-C bond in 1 relative to the free ion (PCO-) is probed in a series of reactivity studies. Compound 1 readily dimerises in donor solvents to afford a cyclic five-membered 6π-aromatic compound, cyclo-P2{C[B]}O{CO[B]} (2), which decarbonylates on UV irradiation. By contrast the nickel-mediated dimerisation of 1 affords the isomeric diphosphacyclobutene [P(CO[B])]2. When 1 is reacted with organolithium reagents such as MesLi (Mes = 2,4,6-trimethylphenyl), the boryl moiety shifts and the formation of the lithoxy-boryl-phosphaalkene [LiOC[B]P(Mes)]2 was observed. The reactivity of this species towards electrophiles is also described. |
| first_indexed | 2024-03-07T06:27:02Z |
| format | Journal article |
| id | oxford-uuid:f4aa66d6-7f42-491f-b639-a72dc517a958 |
| institution | University of Oxford |
| language | English |
| last_indexed | 2024-03-07T06:27:02Z |
| publishDate | 2018 |
| publisher | Wiley |
| record_format | dspace |
| spelling | oxford-uuid:f4aa66d6-7f42-491f-b639-a72dc517a9582022-03-27T12:21:31ZAn isolable phosphaethynolato-borane and its reactivityJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:f4aa66d6-7f42-491f-b639-a72dc517a958EnglishSymplectic Elements at OxfordWiley2018Wilson, DHinz, AGoicoechea, JMThe synthesis and characterization of a stable phosphaethynolato-borane, [B]OCP (1, [B] = N,N'-bis(2,6-diisopropylphenyl)-2,3-dihydro-1H-1,3,2-diazaboryl), is described. The increased triple bond character of the P-C bond in 1 relative to the free ion (PCO-) is probed in a series of reactivity studies. Compound 1 readily dimerises in donor solvents to afford a cyclic five-membered 6π-aromatic compound, cyclo-P2{C[B]}O{CO[B]} (2), which decarbonylates on UV irradiation. By contrast the nickel-mediated dimerisation of 1 affords the isomeric diphosphacyclobutene [P(CO[B])]2. When 1 is reacted with organolithium reagents such as MesLi (Mes = 2,4,6-trimethylphenyl), the boryl moiety shifts and the formation of the lithoxy-boryl-phosphaalkene [LiOC[B]P(Mes)]2 was observed. The reactivity of this species towards electrophiles is also described. |
| spellingShingle | Wilson, D Hinz, A Goicoechea, JM An isolable phosphaethynolato-borane and its reactivity |
| title | An isolable phosphaethynolato-borane and its reactivity |
| title_full | An isolable phosphaethynolato-borane and its reactivity |
| title_fullStr | An isolable phosphaethynolato-borane and its reactivity |
| title_full_unstemmed | An isolable phosphaethynolato-borane and its reactivity |
| title_short | An isolable phosphaethynolato-borane and its reactivity |
| title_sort | isolable phosphaethynolato borane and its reactivity |
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