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Hydrostannylation of Phosphaalkynes

✍ Scribed by Marion Schmitz; Rudolf Göller; Uwe Bergsträßer; Stefan Leininger; Manfred Regitz

Book ID
102657715
Publisher
John Wiley and Sons
Year
1998
Tongue
English
Weight
542 KB
Volume
1998
Category
Article
ISSN
1434-1948

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✦ Synopsis

1,3-diphosphetes / Homocubanes / Carbonyl complexes

The hydrostannylation of phosphaalkynes 8 with tin hydrides hydrides 13 or chloro(organo)tin hydrides 4, respectively. An isolated and characterized by-product of the latter reaction 1 depends on the stoichiometry employed: Thus, the 1,2-dihydro-1,3-diphosphetes 10 are isolated when an excess of was the phosphorus-carbon-tin cage 17. Furthermore, the following reactions of the 1,2-dihydro-1,3-diphosphetes 10 phosphaalkyne 8 is used. On the other hand, an increase in the tin hydride concentration favors the formation of the were performed: isomerization reactions, complexation reactions with transition-metal complexes, and substitution of the phosphanes 11 and 12. Synthesis of the 1,2-dihydro-1,3-diphosphetes 14 and 16 was achieved by the use of diorganotin hydrogen atom by iodine.

[᭛] Part 124: Ref. [1] . from one equivalent of the tin hydride 1 and two equiva-

📜 SIMILAR VOLUMES

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Hydrostannylation of phosphaalkenes [1]
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Hydrostannylation reactions of the phosphaalkenes 9,11, and 21 with the triorganotin hydrides 1 proceed by different routes. Whereas the triorganotin hydrides 1a,b undergo regioselective 1,2addition to the P/C double bond of the P-aminophosphaalkene 9 to furnish the 2-stannylphosphanes 17a,b, the 1,

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## Abstract Addition of 10 mol‐% of diphenyl diselenide to hydrostannylation reactions involving electron‐rich olefins results in a dramatic improvement in yield. For example, reaction of __α__‐{[(__tert__‐butyl)dimethylsilyl]oxy}styrene (**1**) with triphenylstannane (**2a**; 1.1 equiv.) in the pr