Synthesis of 1,2-Diphospholides Using a Main Group "superbase"
| cam.issuedOnline | 2018-09-17 | |
| dc.contributor.author | Dixon, LSH | |
| dc.contributor.author | Hanf, S | |
| dc.contributor.author | Waters, JE | |
| dc.contributor.author | Bond, AD | |
| dc.contributor.author | Wright, DS | |
| dc.contributor.orcid | Bond, AD [0000-0002-1744-0489] | |
| dc.contributor.orcid | Wright, DS [0000-0002-9952-3877] | |
| dc.date.accessioned | 2018-10-03T04:46:22Z | |
| dc.date.available | 2018-10-03T04:46:22Z | |
| dc.date.issued | 2018 | |
| dc.description.abstract | The synthesis of a range of 1,2-diphospholides can be achieved by a one-pot procedure involving the reactions of aro-matic primary phosphines bearing ortho-CH2 substituents with the superbase mixture of nBuLi/Sb(NMe2)3 in the pres-ence of the Lewis base donor TMEDA (Me2NCH2CH2NMe2). The synthesis of the parent benzo-1,2-diphospholide, and the substituted derivatives 4-methoxybenzo-1,2-diphospholide, 9-methylbenzo-1,2-diphospholide and naphtho-1,2-diphospholide are reported from readily prepared primary phosphines. Bulk synthesis of the potassium salt of the previ-ously reported 4,6-dimethylbenzo-1,2-diphospholide anion using this route provides a convenient starting material for reactivity studies. | |
| dc.description.sponsorship | The Cambridge Commonwealth European and International Trust Gonville and Caius College Cambridge The Studienstiftung des deutschen Volkes, Fonds of the Chemical Industry Selwyn College Cambridge (Walters-Kundert Studentship, J.E.W.). | |
| dc.identifier.doi | 10.17863/CAM.30487 | |
| dc.identifier.eissn | 1520-6041 | |
| dc.identifier.issn | 0276-7333 | |
| dc.identifier.uri | https://www.repository.cam.ac.uk/handle/1810/283126 | |
| dc.language.iso | eng | |
| dc.publisher | American Chemical Society (ACS) | |
| dc.publisher.url | http://dx.doi.org/10.1021/acs.organomet.8b00480 | |
| dc.subject | 3402 Inorganic Chemistry | |
| dc.subject | 3405 Organic Chemistry | |
| dc.subject | 34 Chemical Sciences | |
| dc.title | Synthesis of 1,2-Diphospholides Using a Main Group "superbase" | |
| dc.type | Article | |
| dcterms.dateAccepted | 2018-09-04 | |
| prism.endingPage | 4472 | |
| prism.issueIdentifier | 23 | |
| prism.publicationDate | 2018 | |
| prism.publicationName | Organometallics | |
| prism.startingPage | 4465 | |
| prism.volume | 37 | |
| rioxxterms.licenseref.startdate | 2018-12-10 | |
| rioxxterms.licenseref.uri | http://www.rioxx.net/licenses/all-rights-reserved | |
| rioxxterms.type | Journal Article/Review | |
| rioxxterms.version | AM | |
| rioxxterms.versionofrecord | 10.1021/acs.organomet.8b00480 |
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