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The reaction of dinitrito-2,2′-bipyridylcopper(II) with pyrrolidine in acetonitrile to formN-nitrosopyrrolidine

Authors
Journal
Inorganica Chimica Acta
0020-1693
Publisher
Elsevier
Publication Date
Volume
190
Issue
1
Identifiers
DOI: 10.1016/s0020-1693(00)80244-3

Abstract

Abstract Dinitrito-2,2′-bipyridylcopper(II), [Cu(bpy)(ONO) 2], reacts with pyrrolidine (PYR) in acetonitrile at 60 °C to form N-nitrosopyrrolidine (NPYR) and N-nitropyrrolidine (NOPYR). The reaction is first order in [Cu(bpy)(ONO) 2] with a rate constant of (4.4±1.0)x 10 −5 s −1. Reacting [Cu(bpy)Cl 2] and [(PPh 3) 2N] +NO 2 − with PYR under the same conditions produced NPYR and NOPYR at a rate that was first order in the Cu complex with approximately the same rate constant. The proposed mechanism has Cu(II) slowly reduced by nitrite to a Cu(I) complex and N 2O 4 which reacts with PYR to form NPYR and NOPYR.

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