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Platinum(iv) azido complexes undergo copper-free click reactions with alkynes
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Farrer, Nicola J., Sharma, Gitanjali, Sayers, Rachel, Shaili, Evyenia and Sadler, P. J. (2018) Platinum(iv) azido complexes undergo copper-free click reactions with alkynes. Dalton Transactions, 47 (31). pp. 10553-10560. doi:10.1039/c7dt04183g ISSN 1477-9234.
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Official URL: http://dx.doi.org/10.1039/c7dt04183g
Abstract
We report our investigations into the first examples of copper-free 1,3-dipolar cycloaddition (click) reactions of electrophiles with a PtIV azido complex. The Pt-IV azido complex trans, trans, trans-[PtIV(py)2(N3)2(OH)2] (1) was reactive towards dimethyl acetylenedicarboxylate (DMAD) (2), diethyl acetylenedicarboxylate DEACD (3), N-[(1R,8S,9s)-bicyclo[6.1.0]non-4-yn-9-ylmethyloxycarbonyl]-1,8-diamino-3,6-dioxaoctane (BCN) (11) and dibenzocyclooctyne-amine (DBCO) (12) resulting in formation of the corresponding mono (a) and bis-substituted (b) complexes. Complexes of 2 undergo further reactions between the Pt centre and the carbonyl group to form 2a′ and 2b′. This is not seen for the products of the corresponding PtII azido complex trans-[Pt(py)2(N3)2] with acetylene 2. Novel complexes 2a′, 2b′, 11a and 11b have been characterised by multinuclear NMR, IR and UV-vis spectroscopy and ESI-MS. These reactions represent new synthetic routes to novel Pt(IV) complexes.
Item Type: | Journal Article | |||||||||||||||||||||||||||
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Subjects: | Q Science > QD Chemistry | |||||||||||||||||||||||||||
Divisions: | Faculty of Science, Engineering and Medicine > Science > Chemistry | |||||||||||||||||||||||||||
SWORD Depositor: | Library Publications Router | |||||||||||||||||||||||||||
Library of Congress Subject Headings (LCSH): | Platinum compounds, Ring formation (Chemistry) | |||||||||||||||||||||||||||
Journal or Publication Title: | Dalton Transactions | |||||||||||||||||||||||||||
Publisher: | Royal Society of Chemistry (RSC) | |||||||||||||||||||||||||||
ISSN: | 1477-9234 | |||||||||||||||||||||||||||
Official Date: | 21 August 2018 | |||||||||||||||||||||||||||
Dates: |
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Volume: | 47 | |||||||||||||||||||||||||||
Number: | 31 | |||||||||||||||||||||||||||
Page Range: | pp. 10553-10560 | |||||||||||||||||||||||||||
DOI: | 10.1039/c7dt04183g | |||||||||||||||||||||||||||
Status: | Peer Reviewed | |||||||||||||||||||||||||||
Publication Status: | Published | |||||||||||||||||||||||||||
Access rights to Published version: | Open Access (Creative Commons) | |||||||||||||||||||||||||||
Date of first compliant deposit: | 16 January 2019 | |||||||||||||||||||||||||||
Date of first compliant Open Access: | 16 January 2019 | |||||||||||||||||||||||||||
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