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  PONy dyes: Direct addition of P(III) nucleophiles to organic fluorophores.

Butkevich, A., Sednev, M. V., Shojaei, H., Belov, V. N., & Hell, S. W. (2018). PONy dyes: Direct addition of P(III) nucleophiles to organic fluorophores. Organic Letters, 20(4), 1261-1264. doi:10.1021/acs.orglett.8b00270.

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Item Permalink: https://hdl.handle.net/21.11116/0000-0000-7047-2 Version Permalink: https://hdl.handle.net/21.11116/0000-0000-8383-7
Genre: Journal Article

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 Creators:
Butkevich, A.1, Author           
Sednev, M. V.1, Author           
Shojaei, H.1, Author           
Belov, V. N.1, Author           
Hell, S. W.1, Author           
Affiliations:
1Department of NanoBiophotonics, MPI for Biophysical Chemistry, Max Planck Society, ou_578627              

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 Abstract: Nucleophilic addition of phosphinic acid, phosphites, sodium dialkyl phosphites, phosphoramidites, phosphinites, and phosphonites to highly polarized or cationic fluorophores, followed by oxidation, results in new “PONy” dyes with auxochromic phosphinate, phosphonate, or phosphonamidate groups. The reaction was applied to a wide variety of coumarins, (thio)pyronins, and N-alkylacridinium and 5,6-dihydrobenzo[c]xanthen-12-ium salts as well as a meso-chlorinated BODIPY to provide compact dyes with red-shifted absorption and emission bands and Stokes shifts up to 8200 cm–1.

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Language(s): eng - English
 Dates: 2018-02-062018-02-16
 Publication Status: Issued
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 Rev. Type: Peer
 Identifiers: DOI: 10.1021/acs.orglett.8b00270
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Title: Organic Letters
Source Genre: Journal
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Pages: - Volume / Issue: 20 (4) Sequence Number: - Start / End Page: 1261 - 1264 Identifier: -