Synthesis, characterization, and crystal structure of aquabis(4,4′-dimethoxy-2,2′-bipyridine)[μ-(2R,3R)-tartrato(4-)]dicopper(II) octahydrate

被引:1
|
作者
Wiedemann, Dennis [1 ]
Kulko, Roman-David [1 ]
Grohmann, Andreas [1 ]
机构
[1] Tech Univ Berlin, Inst Chem, Str 17 Juni 135, D-10623 Berlin, Germany
关键词
crystal structure; coordination compound; copper(II) complex; dinuclear complex; bipyridine derivative; tartrates; electroless copper baths; hydrogen bonding; pi stacks; ABSOLUTE-STRUCTURE; ARCHITECTURES; FORMALDEHYDE; MORPHOLOGY; MECHANISM;
D O I
10.1107/S2056989019008053
中图分类号
O7 [晶体学];
学科分类号
0702 ; 070205 ; 0703 ; 080501 ;
摘要
Typical electroless copper baths (ECBs), which are used to chemically deposit copper on printed circuit boards, consist of an aqueous alkali hydroxide solution, a copper(II) salt, formaldehyde as reducing agent, an L-(+)-tartrate as complexing agent, and a 2,2'-bipyridine derivative as stabilizer. Actual speciation and reactivity are, however, largely unknown. Herein, we report on the synthesis and crystal structure of aqua-1 kappa O-bis(4,4'-dimethoxy-2,2'-bipyridine)-1 kappa N-2,N';2 kappa N-2,N'-[mu-(2R,3R)-2,3-dioxidosuccinato-1 kappa O-2(1),O-2:2 kappa O-2(3),O-4]dicopper(II) octahydrate, [Cu-2(C12H12N2O2)(2)(C4H2O6)(H2O)]center dot 8H(2)O, from an ECB mock-up. The title compound crystallizes in the Sohncke group P2(1) with one chiral dinuclear complex and eight molecules of hydrate water in the asymmetric unit. The expected retention of the tartrato ligand's absolute configuration was confirmed via determination of the absolute structure. The complex molecules exhibit an ansa-like structure with two planar, nearly parallel bipyridine ligands, each bound to a copper atom that is connected to the other by a bridging tartrato 'handle'. The complex and water molecules give rise to a layered supramolecular structure dominated by alternating pi stacks and hydrogen bonds. The understanding of structures ex situ is a first step on the way to prolonged stability and improved coating behavior of ECBs.
引用
收藏
页码:972 / +
页数:15
相关论文
共 50 条
  • [21] (2R,3R)-2-[(4-Chlorophenyl)hydroxymethyl]cyclopentanone
    Deng, Dongsheng
    Liu, Ping
    Fu, Weijun
    Ji, Baoming
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2009, 65 : O164 - U2699
  • [22] Synthesis of (2R,3R)-1,4-Dimethoxy-1,1,4,4-tetraphenylbutane-2,3-diol
    Bischop, Martina
    Cmrecki, Vesna
    Ophoven, Vera
    Pietruszka, Joerg
    SYNTHESIS-STUTTGART, 2008, (15): : 2488 - 2490
  • [23] Crystal structure of (2S/2R,3S/3R)-3-hydroxy-2-phenylchroman-4-one
    Belguedj, Roumaissa
    Bouacida, Sofiane
    Merazig, Hocine
    Chibani, Aissa
    Bouraiou, Abdelmalek
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2015, 71 : O131 - U597
  • [25] Structural characterization of copper (II) tetradecanoate with 2,2′-bipyridine and 4,4′-bipyridine to study magnetic properties
    Bedowr, Noha Said
    Yahya, Rosiyah Binti
    Farhan, Nesrain
    JOURNAL OF SAUDI CHEMICAL SOCIETY, 2018, 22 (03) : 255 - 260
  • [26] Aqua{4,4 '-dimethoxy-2,2 '-[pyridine-2,3diylbis(nitrilomethanylylidene)]diphenolato}copper(II)
    Benghanem, Fatiha
    Benramdane, Razika
    Bouacida, Sofiane
    Keraghel, Saida
    Ourari, Ali
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2012, 68 : M1069 - +
  • [27] THE SYNTHESIS OF (2R,3S)-(2S,3R) [4-C-14]AGARIC ACID AND (2R,3R)-(2S-3S) [4,4,5,5-H-3]AGARIC ACID
    LELLOUCHE, JP
    BEAUCOURT, JP
    PICHAT, L
    JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS, 1984, 21 (02): : 125 - 132
  • [28] Crystal structure of butyl (2R,3R,4R)-2,3,4-triacetoxy-4-[(2R)-oxotetrahydrofuran-2-yl]-acetate,C16H22O10
    Peters, K
    Peters, EM
    Hartmann, K
    Kim, BG
    Linker, T
    ZEITSCHRIFT FUR KRISTALLOGRAPHIE-NEW CRYSTAL STRUCTURES, 2004, 219 (04): : 461 - 462
  • [29] SYNTHESIS, PROPERTIES AND IR-SPECTRA OF LEAD(II) COMPLEXES WITH 2,2'-BIPYRIDINE AND 4,4'-BIPYRIDINE
    CZAKISSU.DM
    RADWANSK.J
    GORECKA, A
    ROCZNIKI CHEMII, 1973, 47 (12): : 2345 - 2353
  • [30] 4-Chloroanilinium hydrogen (2R,3R)-tartrate monohydrate
    Smith, Graham
    Wermuth, Urs D.
    White, Jonathan M.
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2007, 63 : O3432 - U2773