Spontaneous assembly of a Schiff base tetramacrocycle

被引:0
|
作者
Schmidt, S
Bauer, W
Heinemann, FW
Lanig, H
Grohmann, A
机构
[1] Univ Erlangen Nurnberg, Inst Anorgan Chem, D-91058 Erlangen, Germany
[2] Univ Erlangen Nurnberg, Inst Organ Chem, D-91054 Erlangen, Germany
[3] Univ Erlangen Nurnberg, Inst Organ Chem, Comp Chem Ctr, D-91052 Erlangen, Germany
关键词
macrocycles; molecular dynamics; Schiff bases; template synthesis;
D O I
10.1002/(SICI)1521-3773(20000303)39:5<913::AID-ANIE913>3.0.CO;2-Y
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A hexaprotonated 'supermacrocycle' of Schiff base macrocycles forms as the only product (>90% yield) in a nine-component condensation of the tetrapodal pentaamine 1 with the dialdehyde 2 in the presence of protons (see scheme). The molecule is chiral, and enantiomers in the racemic mixture interconvert by inversion of the large macrocyclic ring, as documented by 1H ROESY/EXSY NMR spectroscopy.
引用
收藏
页码:913 / +
页数:5
相关论文
共 50 条
  • [41] Schiff Base Mediated Food-Derived Peptide Supramolecular Self-Assembly as Curcumin Carriers
    Tian, Longjiang
    You, Xinran
    Liu, Jingbo
    Li, Yajuan
    Li, Shanglin
    Jin, Xuemin
    Li, Shugang
    Pan, Fei
    Yu, Zhipeng
    Zhang, Ting
    Du, Zhiyang
    JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2024, 73 (04) : 2471 - 2482
  • [42] Facile fabrication of biomimetic superoleophobic composite coating via Schiff base reaction and self-assembly
    Zheng, Guolin
    Zhang, Dan
    Zheng, Chuang
    Yao, Yajuan
    Long, Zhu
    PROGRESS IN ORGANIC COATINGS, 2020, 142 (142)
  • [43] Self-assembly of molecular squares based on easy-to-prepare multidentate Schiff base ligands
    He, Z
    He, C
    Wang, ZM
    Gao, EQ
    Liu, Y
    Yan, CH
    DALTON TRANSACTIONS, 2004, (04) : 502 - 504
  • [44] Synthesis, characterization and self assembly of dinuclear zinc Schiff base complexes: A combined experimental and theoretical study
    Basak, Tanmoy
    Roy, Sourav
    Banerjee, Snehasis
    Gomila, Rosa M.
    Frontera, Antonio
    Chattopadhyay, Shouvik
    POLYHEDRON, 2022, 225
  • [45] Synthesis of acyclic dinucleating Schiff base-pyridine and Schiff base-phosphine ligands
    Lam, F.
    Chan, K. S.
    Tetrahedron Letters, 36 (06):
  • [46] PREPARATION AND PURIFICATION OF SCHIFF BASE AND PROTONATED SCHIFF BASE FROM 9-CIS-RETINAL
    Long JIANG Institute of Photographic Chemistry
    ChineseChemicalLetters, 1991, (12) : 921 - 924
  • [47] SYNTHESIS OF ACYCLIC DINUCLEATING SCHIFF BASE-PYRIDINE AND SCHIFF BASE-PHOSPHINE LIGANDS
    LAM, F
    CHAN, KS
    TETRAHEDRON LETTERS, 1995, 36 (06) : 919 - 922
  • [48] Design and fabrication of an automated technique: measurement of spontaneous polarization in two new Schiff base ferroelectric liquid crystals
    Madhu Mohan, M.L.N.
    Goud, B.V.S.
    Kumar, P.A.
    Pisipati, V.G.K.M.
    Materials Research Bulletin, 34 (14): : 2167 - 2175
  • [49] Design and fabrication of an automated technique: Measurement of spontaneous polarization in two new Schiff base ferroelectric liquid crystals
    Mohan, MLNM
    Goud, BVS
    Kumar, PA
    Pisipati, VGKM
    MATERIALS RESEARCH BULLETIN, 1999, 34 (14-15) : 2167 - 2175