The reaction of acetone with [Cu(en)2]2+: The crystal structure of the copper(II)-β-aminoketone complex initially formed and the kinetics of its base-catalysed conversion to the copper(II) complex of trans[14]dieneN4

Robert W. Hay; Andrew Danby; Sian Miller; Philip Lightfoot

The reaction of acetone with [Cu(en)₂]²⁺: The crystal structure of the copper(II)-β-aminoketone complex initially formed and the kinetics of its base-catalysed conversion to the copper(II) complex of trans[14]dieneN₄

Robert W. Hay^*, Andrew Danby, Sian Miller, Philip Lightfoot

^*Corresponding author for this work

School of Chemistry

Research output: Contribution to journal › Article › peer-review

Abstract

The copper(II) complex of the β-aminoketone 14-amino-4,4,9,11,11-pentamethyl-5,8,12-triazatetradec-8-en-2-one (L), [CuL](ClO₄)₂·MeCN has been prepared and its structure established by X-ray crystallography. C₁₈H₃₇N₅O₉Cl₂Cu, triclinic, space group P1, a = 10.752(9), b = 15.980(10), c = 8.112(7), α = 100.24(7), β = 95.43(7), γ = 93.54(6), V = 1361(1) Å³, Z = 2. In basic solution the complex undergoes base-catalysed ring closure to give the copper(H) complex of the macrocycle trans[14]dieneN₄. The kinetics of the ring closure reaction have been studied in detail. Ring closure occurs by an intramolecular reaction involving the hydroxocomplex [CuLOH]⁺.

Original language	English
Pages (from-to)	395-399
Number of pages	5
Journal	Inorganica Chimica Acta
Volume	246
Issue number	1-2 SPEC. ISSUE
Publication status	Published - 1 Jan 1996

Keywords

Aminoketone complexes
Copper complexes
Crystal structure
Kinetics and mechanism

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@article{2c44a74ec50b4fcf881da68500d23ae5,

title = "The reaction of acetone with [Cu(en)2]2+: The crystal structure of the copper(II)-β-aminoketone complex initially formed and the kinetics of its base-catalysed conversion to the copper(II) complex of trans[14]dieneN4",

abstract = "The copper(II) complex of the β-aminoketone 14-amino-4,4,9,11,11-pentamethyl-5,8,12-triazatetradec-8-en-2-one (L), [CuL](ClO4)2·MeCN has been prepared and its structure established by X-ray crystallography. C18H37N5O9Cl2Cu, triclinic, space group P1, a = 10.752(9), b = 15.980(10), c = 8.112(7), α = 100.24(7), β = 95.43(7), γ = 93.54(6), V = 1361(1) {\AA}3, Z = 2. In basic solution the complex undergoes base-catalysed ring closure to give the copper(H) complex of the macrocycle trans[14]dieneN4. The kinetics of the ring closure reaction have been studied in detail. Ring closure occurs by an intramolecular reaction involving the hydroxocomplex [CuLOH]+.",

keywords = "Aminoketone complexes, Copper complexes, Crystal structure, Kinetics and mechanism",

author = "Hay, \{Robert W.\} and Andrew Danby and Sian Miller and Philip Lightfoot",

year = "1996",

month = jan,

day = "1",

language = "English",

volume = "246",

pages = "395--399",

journal = "Inorganica Chimica Acta",

issn = "0020-1693",

publisher = "Elsevier",

number = "1-2 SPEC. ISSUE",

}

The reaction of acetone with [Cu(en)₂]²⁺: The crystal structure of the copper(II)-β-aminoketone complex initially formed and the kinetics of its base-catalysed conversion to the copper(II) complex of trans[14]dieneN₄. / Hay, Robert W.; Danby, Andrew; Miller, Sian et al.
In: Inorganica Chimica Acta, Vol. 246, No. 1-2 SPEC. ISSUE, 01.01.1996, p. 395-399.

Research output: Contribution to journal › Article › peer-review

TY - JOUR

T1 - The reaction of acetone with [Cu(en)2]2+

T2 - The crystal structure of the copper(II)-β-aminoketone complex initially formed and the kinetics of its base-catalysed conversion to the copper(II) complex of trans[14]dieneN4

AU - Hay, Robert W.

AU - Danby, Andrew

AU - Miller, Sian

AU - Lightfoot, Philip

PY - 1996/1/1

Y1 - 1996/1/1

N2 - The copper(II) complex of the β-aminoketone 14-amino-4,4,9,11,11-pentamethyl-5,8,12-triazatetradec-8-en-2-one (L), [CuL](ClO4)2·MeCN has been prepared and its structure established by X-ray crystallography. C18H37N5O9Cl2Cu, triclinic, space group P1, a = 10.752(9), b = 15.980(10), c = 8.112(7), α = 100.24(7), β = 95.43(7), γ = 93.54(6), V = 1361(1) Å3, Z = 2. In basic solution the complex undergoes base-catalysed ring closure to give the copper(H) complex of the macrocycle trans[14]dieneN4. The kinetics of the ring closure reaction have been studied in detail. Ring closure occurs by an intramolecular reaction involving the hydroxocomplex [CuLOH]+.

AB - The copper(II) complex of the β-aminoketone 14-amino-4,4,9,11,11-pentamethyl-5,8,12-triazatetradec-8-en-2-one (L), [CuL](ClO4)2·MeCN has been prepared and its structure established by X-ray crystallography. C18H37N5O9Cl2Cu, triclinic, space group P1, a = 10.752(9), b = 15.980(10), c = 8.112(7), α = 100.24(7), β = 95.43(7), γ = 93.54(6), V = 1361(1) Å3, Z = 2. In basic solution the complex undergoes base-catalysed ring closure to give the copper(H) complex of the macrocycle trans[14]dieneN4. The kinetics of the ring closure reaction have been studied in detail. Ring closure occurs by an intramolecular reaction involving the hydroxocomplex [CuLOH]+.

KW - Aminoketone complexes

KW - Copper complexes

KW - Crystal structure

KW - Kinetics and mechanism

UR - https://www.scopus.com/pages/publications/0001224189

M3 - Article

AN - SCOPUS:0001224189

SN - 0020-1693

VL - 246

SP - 395

EP - 399

JO - Inorganica Chimica Acta

JF - Inorganica Chimica Acta

IS - 1-2 SPEC. ISSUE