Abstract
Woollins’ reagent,
[2,4-bis(phenyl)-1,3-diselenadiphosphetane-2,4-diselenide], serving as a
selenating-reductive cycloaddition reagent, reacts with nonconjugated
amido-Schiff bases to give the corresponding six-membered
1,3,4-selenadiazoles via a ring-expansion accompanied by an additional
selenation/cyclization to the imine bond and C═O group; meanwhile, under
the same reaction conditions, the selenation of conjugated amido-Schiff
bases leads to a series of fused heterocycles with two five-membered
rings. Eight single-crystal X-ray structures confirming the formation of
these five- and six-membered heterocycles are discussed.
Original language | English |
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Pages (from-to) | 11737-11744 |
Number of pages | 8 |
Journal | ACS Omega |
Volume | 5 |
Issue number | 20 |
Early online date | 12 May 2020 |
DOIs | |
Publication status | Published - 26 May 2020 |
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Novel Five- and Six-membered Ring Phosphorus-Selenium Heterocycles from Selenation of Amido-Schiff Bases (dataset)
Woollins, J. D. (Creator), Cambridge Crystallographic Data Centre, 2020
https://dx.doi.org/10.5517/ccdc.csd.cc24g0zm and 7 more links, https://dx.doi.org/10.5517/ccdc.csd.cc24g10p, https://dx.doi.org/10.5517/ccdc.csd.cc24g11q, https://dx.doi.org/10.5517/ccdc.csd.cc24g12r, https://dx.doi.org/10.5517/ccdc.csd.cc24g13s, https://dx.doi.org/10.5517/ccdc.csd.cc24g14t, https://dx.doi.org/10.5517/ccdc.csd.cc24g15v, https://dx.doi.org/10.5517/ccdc.csd.cc24g16w (show fewer)
Dataset