Cu(II) coordination polymers as vehicles in the A3 coupling

Edward Loukopoulos; Michael Kallitsakis; Nikolaos Tsoureas; Alaa Abdul-Sada; Nicholas Chilton; Ioannis N. Lykakis; George E Kostakis

doi:10.1021/acs.inorgchem.6b03084

Cu(II) coordination polymers as vehicles in the A3 coupling

Edward Loukopoulos, Michael Kallitsakis, Nikolaos Tsoureas, Alaa Abdul-Sada, Nicholas Chilton, Ioannis N. Lykakis, George E Kostakis

University of Sussex

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Abstract

A family of benzotriazole based coordination compounds, obtained in two steps and good yields from commercially available materials, formulated [CuII(L1)2(MeCN)2]·2(ClO4)·MeCN (1), [CuII(L1)(NO3)2]·MeCN (2), [ZnII(L1)2(H2O)2]·2(ClO4)·2MeCN (3), [CuII(L1)2Cl2]2 (4), [CuII5(L1)2Cl10] (5), [CuII2(L1)4Br2]·4MeCN·(CuII2Br6) (6), [CuII(L1)2(MeCN)2]·2(BF4) (7), [CuII(L1)2(CF3SO3)2] (8), [ZnII(L1)2(MeCN)2]·2(CF3SO3) (9), [CuII2(L2)4(H2O)2]·4(CF3SO3)·4Me2CO (10) and [CuII2(L3)4(CF3SO3)2]·2(CF3SO3)·Me2CO (11) are reported. These air stable compounds were tested as homogeneous catalysts for the A3 coupling synthesis of propargyl amine derivatives from aldehyde, amine and alkyne under a non-inert atmosphere. Fine-tuning of the catalyst resulted in a one dimensional (1D) coordination polymer (CP) (8) with excellent catalytic activity in a wide range of substrates, avoiding any issues that would inhibit its performance.

Original language	English
Journal	Inorganic Chemistry
Volume	56
Issue number	9
Early online date	10 Apr 2017
DOIs	https://doi.org/10.1021/acs.inorgchem.6b03084
Publication status	Published - 2017

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A3_300317Accepted author manuscript, 2.18 MB

CCDC 1522930: Experimental Crystal Structure Determination
Loukopoulos, E. (Contributor), Kallitsakis, M. (Contributor), Tsoureas, N. (Contributor), Abdul-Sada, A. (Contributor), Chilton, N. (Contributor), Lykakis, I. N. (Contributor) & Kostakis, G. E. (Contributor), Cambridge Crystallographic Data Centre, 1 Jan 2017
DOI: 10.5517/ccdc.csd.cc1n3qs8, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccdc.csd.cc1n3qs8&sid=DataCite
Dataset
CCDC 1538191: Experimental Crystal Structure Determination
Loukopoulos, E. (Contributor), Kallitsakis, M. (Contributor), Tsoureas, N. (Contributor), Abdul-Sada, A. (Contributor), Chilton, N. (Contributor), Lykakis, I. N. (Contributor) & Kostakis, G. E. (Contributor), Cambridge Crystallographic Data Centre, 1 Jan 2017
DOI: 10.5517/ccdc.csd.cc1nmm2z, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccdc.csd.cc1nmm2z&sid=DataCite
Dataset
CCDC 1522931: Experimental Crystal Structure Determination
Loukopoulos, E. (Contributor), Kallitsakis, M. (Contributor), Tsoureas, N. (Contributor), Abdul-Sada, A. (Contributor), Chilton, N. (Contributor), Lykakis, I. N. (Contributor) & Kostakis, G. E. (Contributor), Cambridge Crystallographic Data Centre, 1 Jan 2017
DOI: 10.5517/ccdc.csd.cc1n3qt9, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccdc.csd.cc1n3qt9&sid=DataCite
Dataset

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@article{e42b143110314e9084f5a421537c2cec,

title = "Cu(II) coordination polymers as vehicles in the A3 coupling",

abstract = "A family of benzotriazole based coordination compounds, obtained in two steps and good yields from commercially available materials, formulated [CuII(L1)2(MeCN)2]·2(ClO4)·MeCN (1), [CuII(L1)(NO3)2]·MeCN (2), [ZnII(L1)2(H2O)2]·2(ClO4)·2MeCN (3), [CuII(L1)2Cl2]2 (4), [CuII5(L1)2Cl10] (5), [CuII2(L1)4Br2]·4MeCN·(CuII2Br6) (6), [CuII(L1)2(MeCN)2]·2(BF4) (7), [CuII(L1)2(CF3SO3)2] (8), [ZnII(L1)2(MeCN)2]·2(CF3SO3) (9), [CuII2(L2)4(H2O)2]·4(CF3SO3)·4Me2CO (10) and [CuII2(L3)4(CF3SO3)2]·2(CF3SO3)·Me2CO (11) are reported. These air stable compounds were tested as homogeneous catalysts for the A3 coupling synthesis of propargyl amine derivatives from aldehyde, amine and alkyne under a non-inert atmosphere. Fine-tuning of the catalyst resulted in a one dimensional (1D) coordination polymer (CP) (8) with excellent catalytic activity in a wide range of substrates, avoiding any issues that would inhibit its performance. ",

author = "Edward Loukopoulos and Michael Kallitsakis and Nikolaos Tsoureas and Alaa Abdul-Sada and Nicholas Chilton and Lykakis, {Ioannis N.} and Kostakis, {George E}",

year = "2017",

doi = "10.1021/acs.inorgchem.6b03084",

language = "English",

volume = "56",

journal = "Inorganic Chemistry",

issn = "1520-510X",

publisher = "American Chemical Society",

number = "9",

}

TY - JOUR

T1 - Cu(II) coordination polymers as vehicles in the A3 coupling

AU - Loukopoulos, Edward

AU - Kallitsakis, Michael

AU - Tsoureas, Nikolaos

AU - Abdul-Sada, Alaa

AU - Chilton, Nicholas

AU - Lykakis, Ioannis N.

AU - Kostakis, George E

PY - 2017

Y1 - 2017

N2 - A family of benzotriazole based coordination compounds, obtained in two steps and good yields from commercially available materials, formulated [CuII(L1)2(MeCN)2]·2(ClO4)·MeCN (1), [CuII(L1)(NO3)2]·MeCN (2), [ZnII(L1)2(H2O)2]·2(ClO4)·2MeCN (3), [CuII(L1)2Cl2]2 (4), [CuII5(L1)2Cl10] (5), [CuII2(L1)4Br2]·4MeCN·(CuII2Br6) (6), [CuII(L1)2(MeCN)2]·2(BF4) (7), [CuII(L1)2(CF3SO3)2] (8), [ZnII(L1)2(MeCN)2]·2(CF3SO3) (9), [CuII2(L2)4(H2O)2]·4(CF3SO3)·4Me2CO (10) and [CuII2(L3)4(CF3SO3)2]·2(CF3SO3)·Me2CO (11) are reported. These air stable compounds were tested as homogeneous catalysts for the A3 coupling synthesis of propargyl amine derivatives from aldehyde, amine and alkyne under a non-inert atmosphere. Fine-tuning of the catalyst resulted in a one dimensional (1D) coordination polymer (CP) (8) with excellent catalytic activity in a wide range of substrates, avoiding any issues that would inhibit its performance.

AB - A family of benzotriazole based coordination compounds, obtained in two steps and good yields from commercially available materials, formulated [CuII(L1)2(MeCN)2]·2(ClO4)·MeCN (1), [CuII(L1)(NO3)2]·MeCN (2), [ZnII(L1)2(H2O)2]·2(ClO4)·2MeCN (3), [CuII(L1)2Cl2]2 (4), [CuII5(L1)2Cl10] (5), [CuII2(L1)4Br2]·4MeCN·(CuII2Br6) (6), [CuII(L1)2(MeCN)2]·2(BF4) (7), [CuII(L1)2(CF3SO3)2] (8), [ZnII(L1)2(MeCN)2]·2(CF3SO3) (9), [CuII2(L2)4(H2O)2]·4(CF3SO3)·4Me2CO (10) and [CuII2(L3)4(CF3SO3)2]·2(CF3SO3)·Me2CO (11) are reported. These air stable compounds were tested as homogeneous catalysts for the A3 coupling synthesis of propargyl amine derivatives from aldehyde, amine and alkyne under a non-inert atmosphere. Fine-tuning of the catalyst resulted in a one dimensional (1D) coordination polymer (CP) (8) with excellent catalytic activity in a wide range of substrates, avoiding any issues that would inhibit its performance.

U2 - 10.1021/acs.inorgchem.6b03084

DO - 10.1021/acs.inorgchem.6b03084

M3 - Article

SN - 1520-510X

VL - 56

JO - Inorganic Chemistry

JF - Inorganic Chemistry

IS - 9

ER -

Cu(II) coordination polymers as vehicles in the A3 coupling

Abstract

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CCDC 1522930: Experimental Crystal Structure Determination

CCDC 1538191: Experimental Crystal Structure Determination

CCDC 1522931: Experimental Crystal Structure Determination

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