- DESIGN AND REACTIVITY OF ORGANIC FUNCTIONAL GROUPS: THE HIGHLY CRYSTALLINE 2-ALKOXY N,N'-DIPHENYL-1,3,2-DIAZAPHOSPHOLANES AND THEIR FACILE CONVERSION INTO ALKYL HALIDES
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Functionalization of alcohols as 2-alkoxy N,N'-diphenyl-1,3,2-diazaphospholanes affords highly crystalline derivatives useful for characterization purposes.These tervalent phosphorus derivatives undergo facile and mild conversion into the corresponding alkyl halides with inversion of configuration.
- Hanessian, Stephen,Leblanc, Yves,Lavallee, Pierre
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- La liaison phosphazene dans quelques nouveaux iminophospholanes. Diversite de comportement reactionnel
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Using the Staudinger reaction, we have synthesized twelve iminophospholanes (1-12) with dioxa (1-4), oxaza (5,6), and diaza (7-12) ring systems.We have never observed any phosphazene bond dimerization with diazaphospholane compounds, whatever the nature of the group on the imino atom.For the tetramethyl dioxaphospholane compounds (1,2,4), the thermal rearrangement occurs with the intracyclic oxygen atom.Last of all, the reactivity of the phosphazene bond with methanol differs according to the nature of the ring: addition leading to the pentacoordinated species in pinacolic compounds, intermolecular associations (hydrogen bonding) in diazaphospholane derivatives.
- Marre, Marie Rose,Sanchez, Michel,Brazier, Jean Francois,Wolf, Robert,Bellan, Jacques
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p. 456 - 468
(2007/10/02)
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