Reactivity of Iminophosphoranes. Formation of the Piperazine Ring | Zendy

Lin TuChen | Zendy; Cheng MingChu | Zendy; Peng Shie Ming | Zendy; Liu ShiuhTzung | Zendy; Kiang FuMei | Zendy

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Reactivity of Iminophosphoranes. Formation of the Piperazine Ring

Author(s) -

Lin TuChen,

Cheng MingChu,

Peng Shie Ming,

Liu ShiuhTzung,

Kiang FuMei

Publication year - 1995

Publication title -

journal of the chinese chemical society

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.329

H-Index - 45

eISSN - 2192-6549

pISSN - 0009-4536

DOI - 10.1002/jccs.199500071

Subject(s) - chemistry , piperazine , reactivity (psychology) , triphenylphosphine , intramolecular force , ring (chemistry) , medicinal chemistry , intermolecular force , lithium (medication) , hydrolysis , photochemistry , stereochemistry , organic chemistry , molecule , catalysis , medicine , alternative medicine , pathology , endocrinology

Reaction of 3‐azidopropyl methanesulfonate with triphenylphosphine produced the 1,4‐bis(triphenyl‐phosphino)piperazine 5 by intermolecular cyclization, instead of formation azidine derivatives by an intramolecular pathway. Structural formulation of 5 was achieved by both spectral and X‐ray crystal analysis. Hydrolysis of 5 under basic condition gives piperazine, whereas reaction of lithium diphenylphosphide with 5 produced 1,2‐bis(diphenyl‐phosphino)ethane (dppe) exclusively.

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