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  • Chemistry  (137)
  • Macrocycles  (9)
  • Decarbonylation  (2)
  • 1
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 123 (1990), S. 859-867 
    ISSN: 0009-2940
    Keywords: Crown compounds / Host-guest chemistry / Macropentacyclic compounds / Phanes / Supramolecular chemistry ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Pentamacrocyclic Tris-Crown Hosts. - Selective Binding of Cationic, Anionic, and Neutral Guest CompoundsThe tris-crown host compounds 1-4 were synthesized for the first time. The X-ray crystal structures of 2 and of the 1:3 complex of 1 and KSCN were determined. Whereas in the free crown 2 a less well preorganized molecular cavity is encountered, in the complex of 1 with KSCN one potassium ion is bound to each crown ether unit. One of the three SCN- anions is situated in the interior of the cavity and in addition is disordered in such a way as to be bound to the K+ using partially the S atom of the SCN- ion. Organic guest molecules like 1,2-, 1,3-, 1,5-, 2,6-, and 2,7-naphthalenediol as well as β-naphthol in acidic water solution are bound selectively in the interior of the cavities of the host molecules 2 and 3, but not by 1 and 4, the cavities of which seem to be too small and too large, respectively. In contrast, the binding of α-naphthol and of smaller phenolic guest molecules like phenol, resorcinol, pyrocatechol, phloroglucinol, pyrogallol, and 1,2,4-trihydroxy-benzene with the host 1-4 is much less pronounced (1H- NMR highfield shifts).
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
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  • 2
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 123 (1990), S. 975-978 
    ISSN: 0009-2940
    Keywords: 1,3,2,4-Diazadistibetidines, 1,3-di-tert-butyl- ; Geometrical isomers ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Synthesis, Structure, and Stereoisomerism of 1,3-Di-tert-butyl-l,3,2,4-diazadistibetidinesStarting from 1,3-di-tert-butyl-2,4-dichloro-1,3,2,4-diazadistibetidine a series of 1,3,2,4-diazadistibetidines [R-SbN-ttBu]2 with R = OMe (2), OPh (3), OtBu (4), N(Tms)2 (5), P(Tms)2 (6), Me (7), and tBu (8) has been synthesized. The NMR spectra prove most of the reaction products to be mixtures of geometrical isomers. The structure of trans-tetra-tert-butyldiaza-distibetidine 8a was confirmed by X-ray structure determination.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
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  • 3
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 123 (1990), S. 1097-1103 
    ISSN: 0009-2940
    Keywords: Bond formation, C-C ; Iron complexes ; Macrocycles ; Molecular tweezers ; Naphthalenophane ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Preorganized Bis-ethynes: Molecular π-Tweezers?1,8-Bis[(arylethynylphenyl)]naphthalenes of type V (e.g. 10, 11) and 1,8-bis[(arylethenylphenyl)]naphthalenes (6, 6a, 7, 7a) were synthesized for the first time. In contrast to the known 1,8-bis(arylethynyl)naphthalenes VI their “stereologs” 10 and 11 are thermally stabile. Yet they react with pentacarbonyliron to yield dinuclear transition metal complexes of the type 12, 13, i.e. a strained cyclophane macrocycle is formed by C-C bond formation. The X-ray analysis of the di-tert-butyl compound 11 shows that the peri substituents diverge, but with increasing distance from the naphthalene skeleton one of the arylethynyl units is bent to the opposite direction (Figure 2). The question whether the new molecular skeleton V can be viewed as molecular tweezers is discussed: as the hydrocarbons react irreversibly with transition metal carbonyls, they may rather be taken as “tweezers for single use”.
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
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  • 4
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 124 (1991), S. 13-16 
    ISSN: 0009-2940
    Keywords: Diphosphines, tetrakis(diisopropylamino) ; Phosphinous anhydrides ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Synthesis and Structure of Bis[bis(diisopropylamino)phosphino]chalcogenidesPhosphorodiamidous chalcogeno-anhydrides [(R2N)2P]2X (R = Me2CH; X = S, Se, Te) (2a-c) have been obtained by insertion of elemental sulfur, selenium, or tellurium into the P-P bond of the corresponding diphosphane (1). The structure of 2a and 2c has been confirmed by an X-ray diffraction.
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
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  • 5
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 125 (1992), S. 93-96 
    ISSN: 0009-2940
    Keywords: Diazaphosphiridine oxides ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Synthesis, Structure, and Isomerization of Diazaphosphiridine OxidesHerrn Professor Joseph Grobe zum 60. Geburtstag gewidmet.The 1,2-Bis(alkyl)iminophosphane, Et3C  -  P=N  -  tBu (1), reacts with nitroso compounds, RNO (R=tBu, Ph), to form the diazaphosphiridine oxides, Et3C  -  YYP(=O)  -  NtBu  -  NYYR, 4a, b. While 4a (R=tBu) is thermally stable, 4b (R=Ph) isomerizes with formation of the benzodiazaphosphole oxide Et3C  -  YYP(= O)  -  NH  -  C6H4  -  NYYtBu (5). The corresponding phospholimine Et3C  -  YYP(=NtBu)  -  NH  -  C6H4  -  NYYtBu (7) has been obtained from 1 and azobenzene. The three-membered phosphorus heterocycle 4a has been characterized by X-ray structure analysis, which reveales some remarkable features.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
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  • 6
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 125 (1992), S. 255-258 
    ISSN: 0009-2940
    Keywords: Cyclophane ; [3.3]Metacyclophane, conformation of ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: [3.3]Metacyclophanes with anti ConformationThe [3.3]metacyclophanes 5 and 9 with prevailing anti conformation were prepared by using different cyclisation techniques. 1H-NMR studies and X-ray structure analyses of both phanes 5 and 9 prove their unprecedented conformations.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
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  • 7
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 125 (1992), S. 447-452 
    ISSN: 0009-2940
    Keywords: Chromoionophore ; Chromoacerand ; Cryptand ; Dipyrrin ; Metal complexes ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: A Dipyrrino Cryptand  -  Synthesis, Crystal Structure, Metal ComplexationThe orange red cryptand 1, containing a dipyrrin chromophore, has been synthesized in seven steps. Its C2-symmetrical X-ray structure exhibits a planar dipyrrin unit and a twisted but not collapsed crown ring, two of the ether oxygen atoms projecting outwards. The complexation of alkali and transition metal cations by this concave dyestuff leads to changes of the color and to strong shifts in the UV/Vis spectra.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
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  • 8
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 125 (1992), S. 2539-2552 
    ISSN: 0009-2940
    Keywords: Dyestuffs ; Host-Guest chemistry ; Macrocyclic compounds ; Molecular switches ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Concave Triphenylmethane DyestuffsTriply- and doubly-bridged as well as dye molecules (2, 18, and 11) connected by a single chain were prepared including the corresponding phenolphthalein and fluorescein derivatives (24a-c). The concave orange-coloured triphenylmethane dye 2 exhibits solvatochromic and halochromic effects different to nonmacrocyclic reference substances. The triphenylmethane dyes are reversibly transferred to the corresponding uncoloured macrocycles by changing the pH. The structures of 9, 22b, and 22c were confirmed by X-ray analyses.
    Additional Material: 4 Ill.
    Type of Medium: Electronic Resource
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  • 9
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 125 (1992), S. 2523-2531 
    ISSN: 0009-2940
    Keywords: Carbocycles ; Large rings ; Macrocycles ; [2n]Metacyclophanes ; Müller-Röscheisen reaction ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Many-Membered and Donor-Substituted Hydrocarbon RingsThe preparation of large rings 2 of the [2n]metacyclophane type by the Müller-Röscheisen method is described. Yields of cyclic products, potential ligand or host character and ring size can be controlled by intra- and extraannular OCH3 groups. The 40-membered macrocyclus 24 containing eight substituted benzene rings is the largest ring compound of this series isolated so far in pure form. Large substituents OR in position 2 of the starting bis(bromomethyl) compounds lead to higher ring member numbers. The new macrocyclic compounds, with the exception of the “dimer” 7, are all conformationally flexible according to 1H-NMR spectra. X-ray structural analyses were performed of the macrocycles 10, 13, 17, and 18; the inclusion of solvent molecules is proven.
    Additional Material: 7 Ill.
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  • 10
    ISSN: 0009-2940
    Keywords: Carbocycles ; Homocalixarenes ; Calixarenes, Homo- ; Large rings ; Macrocycles ; [2n]Metacyclophanes ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: all-Homocalixarenes: Carbocyclic Host Compounds with Intra- and Extraannular Ligand ArmsMethoxy-substituted [2n]metacyclophanes 1-10, obtained by Müller-Röscheisen cyclization, are converted into all-homocalixarenes 11-20 with free phenolic hydroxy functions. The well-soluble cyclic pentamer 11 and octamer 14 with endo-acidic host properties are investigated with regard to guest binding. They exhibit selectivity towards alkaline earth metal ions (Ba2+) in liquid/liquid extraction studies. Some of the macrocyclic oligophenols are transformed into homocalixarenes 21-25 with intra- or extraannular oxapropionate groups. The diester 22 and the tetraester 23 are converted into carbocycles 26 and 27 with two and four free oxapropionic acid groups. Complexation properties of the oligoesters in extraction studies and log K values in water are reported. X-ray structural analyses were performed of the [6]-, [8]- and [4]- homocalixarenes 9 and 21, 14 and 23; the inclusion of solvent molecules is proven.
    Additional Material: 6 Ill.
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