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Truly Multifunctional Heterocycle: Iminophosphorane, N,P Chelate, and Dihydropyridine

Three in one: The anellated σ4‐1λ5‐[1,3,2]diazaphosphole 2 exists in tautomeric equilibrium with isomer 1 (see scheme) and undergoes three completely different types of reaction: trimethyl aluminum binds at the N terminus of the PN bond with ring retention, the dihydropyridine fragment reacts with...

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Bibliographic Details
Published in:Angewandte Chemie (International ed.) 2008-01, Vol.47 (45), p.8674-8677
Main Authors: Smith, Dan A, Batsanov, Andrei S, Miqueu, Karinne, Sotiropoulos, Jean-Marc, Apperley, David C, Howard, Judith A.K, Dyer, Philip W
Format: Article
Language:English
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Summary:Three in one: The anellated σ4‐1λ5‐[1,3,2]diazaphosphole 2 exists in tautomeric equilibrium with isomer 1 (see scheme) and undergoes three completely different types of reaction: trimethyl aluminum binds at the N terminus of the PN bond with ring retention, the dihydropyridine fragment reacts with an activated acetylene in a pseudo‐[2+2] cycloaddition, and PN bond cleavage is possible with RhI.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200803373