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Reactive E=C [p-p]π Systems, 45[]. 1-Aza-3,4-diphospholenes by [3 + 2] Cycloaddition of 2-(Diisopropylamino)phosphaethyne to Diazo Derivatives R1R2C=N2

✍ Scribed by Grobe, Joseph ;Van, Duc Le ;Immel, Franz ;Krebs, Bernt ;Läge, Mechtild


Book ID
101816620
Publisher
Wiley (John Wiley & Sons)
Year
1996
Tongue
English
Weight
419 KB
Volume
129
Category
Article
ISSN
0009-2940

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✦ Synopsis


The reaction of the (diisopropy1amino)phosphaethyne (1) with diazo compounds of the type R1R2C=N2 (2a-2c) unexpectedly leads in high yields (SO-SO%) to the l-aza-3,4-diphospholene derivatives 3a-3c, a new class of heterocycles.

NMR investigations of the analogous reaction of 1 with diazocyclopentadiene 2d show that the multi-step formation of 3a-3c proceeds via the l-aza-3,4-diphospholes 6a-6d as intermediates.


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