A Truly Multifunctional Heterocycle: Iminophosphorane, N,P Chelate, and Dihydropyridine | Zendy

Smith Dan A. | Zendy; Batsanov Andrei S. | Zendy; Miqueu Karinne | Zendy; Sotiropoulos JeanMarc | Zendy; Apperley David C. | Zendy; Howard Judith A. K. | Zendy; Dyer Philip W. | Zendy

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

Author(s) -

Smith Dan A.,

Batsanov Andrei S.,

Miqueu Karinne,

Sotiropoulos JeanMarc,

Apperley David C.,

Howard Judith A. K.,

Dyer Philip W.

Publication year - 2008

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.200803373

Subject(s) - acetylene , dihydropyridine , tautomer , cycloaddition , chemistry , ring (chemistry) , chelation , stereochemistry , cleavage (geology) , bond cleavage , medicinal chemistry , combinatorial chemistry , organic chemistry , catalysis , materials science , calcium , fracture (geology) , composite material

Three in one : The anellated σ 4 ‐1λ 5 ‐[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 PN bond with ring retention, the dihydropyridine fragment reacts with an activated acetylene in a pseudo‐[2+2] cycloaddition, and PN bond cleavage is possible with Rh I .

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