Register      Login
Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE (Open Access)

Copper mediated in situ nucleophilic addition of polyalcohols to dicyanonitrosomethanide

Mohd. R. Razali A B , Aron Urbatsch A , Boujemaa Moubaraki A , Keith S. Murray A , Glen B. Deacon A and Stuart R. Batten https://orcid.org/0000-0002-4603-8683 A *
+ Author Affiliations
- Author Affiliations

A School of Chemistry, 19 Rainforest Walk, Monash University, Vic. 3800, Australia.

B School of Chemical Sciences, Universiti Sains Malaysia, Penang, Malaysia.

* Correspondence to: stuart.batten@monash.edu

Handling Editor: George Koutsantonis

Australian Journal of Chemistry 75(9) 725-731 https://doi.org/10.1071/CH21323
Submitted: 6 December 2021  Accepted: 7 February 2022   Published: 22 March 2022

© 2022 The Author(s) (or their employer(s)). Published by CSIRO Publishing. This is an open access article distributed under the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License (CC BY-NC-ND)

Abstract

The transition metal-promoted in situ nucleophilic addition of triethanolamine (teaH3) and N-methyldiethanolamine (mdeaH2) to the dicyanonitrosomethanide (dcnm) anion results in the formation of [Cu(hbnm)]·MeOH (1) and [Cu(mbnm)]·2MeCN (2), (hbnm = hydroxyethylaminobis(ethoxy(imino)methyl(cyano)nitrosomethanide) and mbnm = methylaminobis(ethoxy(imino)methyl(cyano)nitrosomethanide). Complexes 1 and 2 are coordination polymers, each containing the addition products of two alcohol arms of teaH3 and mdeaH2 to dcnm anions.

Keywords: coordination polymer, copper, crystal structure, dicyanonitrosomethanide, in situ reactions, magnetic properties, nucleophilic addition, small cyano anions.


References

[1]  DR Turner, ASR Chesman, KS Murray, GB Deacon, SR Batten, Chem Commun 2011, 47, 10189.
         | Crossref | GoogleScholarGoogle Scholar |

[2]  N Gerasimchuk, Dalton Trans 2019, 48, 7985.
         | Crossref | GoogleScholarGoogle Scholar | 31090771PubMed |

[3]  S Benmansour, C Atmani, F Setifi, S Triki, M Marchivie, CJ Gómez-García, Coord Chem Rev 2010, 254, 1468.
         | Crossref | GoogleScholarGoogle Scholar |

[4]  SR Batten, KS Murray, Coord Chem Rev 2003, 246, 103.
         | Crossref | GoogleScholarGoogle Scholar |

[5]  M Hvastijová, J Kohout, JW Buchler, R Boča, J Kožı’šek, L Jäger, Coord Chem Rev 1998, 175, 17.
         | Crossref | GoogleScholarGoogle Scholar |

[6]  ASR Chesman, DR Turner, B Moubaraki, KS Murray, GB Deacon, SR Batten, Dalton Trans 2012, 41, 3751.
         | Crossref | GoogleScholarGoogle Scholar |

[7]  MR Razali, NF Chilton, A Urbatsch, B Moubaraki, SK Langley, KS Murray, GB Deacon, SR Batten, Polyhedron 2013, 52, 797.
         | Crossref | GoogleScholarGoogle Scholar |

[8]  DJ Price, SR Batten, KJ Berry, B Moubaraki, KS Murray, Polyhedron 2003, 22, 165.
         | Crossref | GoogleScholarGoogle Scholar |

[9]  ASR Chesman, DR Turner, B Moubaraki, KS Murray, GB Deacon, SR Batten, Inorg Chim Acta 2012, 389, 99.
         | Crossref | GoogleScholarGoogle Scholar |

[10]  MR Razali, A Urbatsch, SK Langley, JG MacLellan, GB Deacon, B Moubaraki, KS Murray, SR Batten, Aust J Chem 2012, 65, 918.
         | Crossref | GoogleScholarGoogle Scholar |

[11]  ASR Chesman, DR Turner, KJ Berry, NF Chilton, B Moubaraki, KS Murray, GB Deacon, SR Batten, Dalton Trans 2012, 41, 11402.
         | Crossref | GoogleScholarGoogle Scholar |

[12]  ASR Chesman, DR Turner, B Moubaraki, KS Murray, GB Deacon, SR Batten, Eur J Inorg Chem 2010, 2010, 59.
         | Crossref | GoogleScholarGoogle Scholar |

[13]  EI Izgorodina, ASR Chesman, DR Turner, GB Deacon, SR Batten, J Phys Chem B 2010, 114, 16517.
         | Crossref | GoogleScholarGoogle Scholar | 21086972PubMed |

[14]  ASR Chesman, DR Turner, DJ Price, B Moubaraki, KS Murray, GB Deacon, SR Batten, Chem Commun 2007, 3541.
         | Crossref | GoogleScholarGoogle Scholar |

[15]  ASR Chesman, DR Turner, GB Deacon, SR Batten, Chem Asian J 2009, 4, 761.
         | Crossref | GoogleScholarGoogle Scholar |

[16]  MR Razali, A Urbatsch, GB Deacon, SR Batten, Inorg Chim Acta 2013, 403, 120.
         | Crossref | GoogleScholarGoogle Scholar |

[17]  SK Langley, NF Chilton, B Moubaraki, KS Murray, Dalton Trans 2012, 41, 1033.
         | Crossref | GoogleScholarGoogle Scholar | 22113523PubMed |

[18]  SK Langley, L Ungur, NF Chilton, B Moubaraki, LF Chibotaru, KS Murray, Chem Eur J 2011, 17, 9209.
         | Crossref | GoogleScholarGoogle Scholar | 21732432PubMed |

[19]  S-J Liu, S-D Han, J-M Jia, L Xue, Y Cui, S-M Zhang, Z Chang, CrystEngComm 2014, 16, 5212.
         | Crossref | GoogleScholarGoogle Scholar |

[20]  MR Razali, ASR Chesman, NF Chilton, SK Langley, B Moubaraki, KS Murray, GB Deacon, SR Batten, Dalton Trans 2013, 42, 1400.
         | Crossref | GoogleScholarGoogle Scholar | 23160602PubMed |

[21]  ASR Chesman, DR Turner, B Moubaraki, KS Murray, GB Deacon, SR Batten, Aust J Chem 2009, 62, 1137.
         | Crossref | GoogleScholarGoogle Scholar |

[22]  AA Opalade, CJ Gomez-Garcia, N Gerasimchuk, Cryst Growth Des 2019, 19, 678.
         | Crossref | GoogleScholarGoogle Scholar |

[23]  AA Opalade, A Karmakar, GMDM Rúbio, AJL Pombeiro, N Gerasimchuk, Inorg Chem 2017, 56, 13962.
         | Crossref | GoogleScholarGoogle Scholar | 29120177PubMed |

[24]  LM Wittick, KS Murray, B Moubaraki, SR Batten, L Spiccia, KJ Berry, Dalton Trans 2004, 1003.
         | Crossref | GoogleScholarGoogle Scholar | 15252679PubMed |

[25]  S Schmidt, D Prodius, V Mereacre, GE Kostakis, AK Powell, Chem Commun 2013, 49, 1696.
         | Crossref | GoogleScholarGoogle Scholar |

[26]  B Bleaney, KD Bowers, Proc R Soc London, Sect A 1952, 214, 451.
         | Crossref | GoogleScholarGoogle Scholar |

[27]  G Longo, Gazz, Chim Ital 1931, 61, 575.

[28]  NP Cowieson, D Aragao, M Clift, DJ Ericsson, C Gee, SJ Harrop, N Mudie, S Panjikar, JR Price, A Riboldi-Tunnicliffe, R Williamson, T Caradoc-Davies, J Synchrotron Rad 2015, 22, 187.
         | Crossref | GoogleScholarGoogle Scholar |

[29]  TM McPhillips, SE McPhillips, HJ Chiu, AE Cohen, AM Deacon, PJ Ellis, E Garman, A Gonzalez, NK Sauter, RP Phizackerley, SM Soltis, P Kuhn, J Synchrotron Rad 2002, 9, 401.
         | Crossref | GoogleScholarGoogle Scholar |

[30]  W Kabsch, J Appl Crystallogr 1993, 26, 795.
         | Crossref | GoogleScholarGoogle Scholar |

[31]  APEXII, v2.1.0. Madison, Wisconsin: Bruker AXS Ltd; 2005.

[32]  GM Sheldrick, Acta Crystallogr, Sect A 2008, 64, 112.
         | Crossref | GoogleScholarGoogle Scholar | 18156677PubMed |

[33]  OV Dolomanov, LJ Bourhis, RJ Gildea, JAK Howard, H Puschmann, J Appl Cryst 2009, 42, 339.
         | Crossref | GoogleScholarGoogle Scholar |