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  • 1
    ISSN: 1434-4475
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract Synthesis of the spirane, systemsA, B, andC was achieved for the first time via reactions 1–3 (scheme 1). Properties, analytical and structural data of the new compounds are given (tables 1–4).
    Type of Medium: Electronic Resource
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  • 2
    ISSN: 1434-4475
    Keywords: Sila-Perfumes ; Thiocarbinols ; Silanethiols ; Silathiolane ; Olfactoric theories
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract The thiocarbinolsRC(CH3)2SH withR=C6H5CH2 and C6H5CH2CH2 were prepared via reactions 2–5 and compared in their odors (very unpleasant) with the fragrances of the analogous carbinolsRC(CH3)2OH and silanolsRSi(CH3)2OH. Silanethiols, prepared by reactions 6–8, smell less unpleasant than thiocarbinols but decompose easily in the presence of catalytic amounts of ammonium salts (eq. 9). Very pure hexenyl-methyl-vinylsilanethiol (“silathiolinalool”) decomposes contrarily under cyclization to a 1-sila-2-thia-cyclopentane derivative (E 1). The differences of odors, in spite of very similar structures, are discussed in the light of the theory ofAmoore (“Size and structure of molecules rule their odor qualities”).
    Type of Medium: Electronic Resource
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  • 3
    ISSN: 1434-4475
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract Synthesis of the spirane systemsB andC (scheme 1) was achieved for the first time, starting with bis(alkylamino)substituted 1,3-diaza-2-sila-cyclopentanesA, via reactions 1–3. Properties, analytical and structural data of the new compoundsA 1–5, B 1–5 andC 2 are given.
    Type of Medium: Electronic Resource
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  • 4
    Electronic Resource
    Electronic Resource
    Springer
    Monatshefte für Chemie 107 (1976), S. 111-123 
    ISSN: 1434-4475
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract Sila-analoguesA 2 andB 2 of two drugs from the benzhydryl ether class, chlorphenoxamine and clofenetamine, were synthesized for the first time by the steps shown in scheme 1. They and their precursors I–VI were characterized by their physical (Table 1) and chemical properties and their structures confirmed by n.m.r., mass and infrared spectrocopy (Tables 2–5). Their physiological effects were investigated and compared with those of the carbon analogues (Chapter 5).
    Type of Medium: Electronic Resource
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  • 5
    Electronic Resource
    Electronic Resource
    Springer
    Monatshefte für Chemie 107 (1976), S. 439-447 
    ISSN: 1434-4475
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract Sila-analoguesA 2,B 2 andC 2 of the drug mebrophenhydramine from the class of benzhydryl ethers were synthesized for the first time by the steps shown in scheme 1, and they and their precursors I–III were characterized by their physical (Table 1) and chemical properties, and their structures confirmed by NMR, mass and infrared spectroscopy (Tables 3–5). The histaminolytic and anticholinergic effects ofA 2 andC 2 were investigated and compared with some structure-activity relationships of analogue carbon compounds.
    Type of Medium: Electronic Resource
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  • 6
    Electronic Resource
    Electronic Resource
    Springer
    Monatshefte für Chemie 110 (1979), S. 1077-1088 
    ISSN: 1434-4475
    Keywords: Diphenyl-chloro-organylamino-silanes ; Silanes asymmetrically substituted bis(organylamino) ; Thermal rearrangement silanes]
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract The title compoundsR 2Si(NHR 1) (NHR 2) (B) were prepared according to Equ. (2) and (3) and via formerly unknown diphenyl-chloro-organylaminosilanes (A) as intermediates. The complex course of formation ofB in competition withR 2Si (NHR 1)2 (C) andR 2Si(NHR 2)2 (D) (Scheme 1, Equ. (4)–(7), Table 2) was investigated in detail. Results of thermal rearrangement ofB are given in Table 5. Five novelA and six novelB compounds are confirmed by properties, elemental and structural data (Tables 1, 3 and 4).
    Type of Medium: Electronic Resource
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  • 7
    Electronic Resource
    Electronic Resource
    Springer
    Monatshefte für Chemie 116 (1985), S. 557-568 
    ISSN: 1434-4475
    Keywords: Silicon-nitrogen compounds ; Cyclohexasilatriazane ; Cyclotetrasiladiazane derivatives
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract The formerly unknown Si-dodecamethyl-cyclo-hexasila-3,6,9-triazane (-Sime 2Sime 2NH-)3 (4) was detected in low yield (3–5%) among the reaction products of dichlorotetramethyldisilane and ammonia. The already known main product (50%) Si-octamethyl-cyclo-tetrasila-3,6-diazane (-Sime 2Sime 2NH-)2 (3) reacted after metallation with chloromethylsilanesme n SiCl4−n (n=0−3) to give theN,N′-disubstituted cyclotetrasiladiazanes11–14, from which12 was transformed with ammonia to the correspondingN,N′-bis(aminodimethylsilyl) derivative15, and13 with metallated methylamine to the correspondingN,N′-bis[bis(dimethylamino)methylsily]derivative16. Attempts to construct novel SiN frameworks (g) or (k)-(m) failed.
    Type of Medium: Electronic Resource
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  • 8
    Electronic Resource
    Electronic Resource
    Springer
    Monatshefte für Chemie 116 (1985), S. 693-700 
    ISSN: 1434-4475
    Keywords: Sila-perfumes ; Silacyclohexanon-2 ; Sila-β-ionone
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract Preparation of sila-β-ionone (14) was possible by a novel route with yields nearly 5 times higher than before1, with the formerly unknown 1,1,3-trimethyl-1-silacyclohexanone-2 (6) as a key substance. The nine reaction steps may be seen from Scheme 1. 2-Ethinyl-1,1,3-trimethyl-1-silacyclohexan-2-ol (7) could not be dehydrated to give the analogous silacyclohexene derivative9. But dehydration was successful in the case of 2-(1-butin-3-ol) substituents; here only the ring but not the chain hydroxyl group was eliminated.
    Type of Medium: Electronic Resource
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  • 9
    Electronic Resource
    Electronic Resource
    Springer
    Monatshefte für Chemie 116 (1985), S. 7-18 
    ISSN: 1434-4475
    Keywords: Sila-Perfumes ; Isosteric compounds ; Theory of smell ; Phosphinimides
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Zusammenfassung Derivatives of benzyldialkylphosphinimides C6H5CH2-PRR′=NH (C) with =NCH3, =NSiMe 3, =O, =S, −CS 2 ⊖ and −NH2]NCS⊖ instead of =NH groups (compare Scheme 1) were prepared and characterized. They neither show the H/D exchange of CH2 benzyl protons with CDCl3 nor the thermal formation of stilbene on heating like the parent compounds C, but they give in the case of =NCH3 and =NSiMe 3 analogously aHorner-Wittig reaction with aldehydes. CS2 reacts with C under NH/S-exchange. The quality of smell ofPhCH2-PRR′ =NCH3 (none, later fishy) is quite different from that of isostericPhCH2-SiRR′ −OCH3 (flowery-honeylike/minty) and the smell of C (metallic/chlorinated hydrocarbon-like) from that ofGrimm hydride isostersPhCH2−PRR′=O (weak; flowery-waxy). The theory ofAmoore (size and shape of molecules control their smell qualities) must be called in question.
    Type of Medium: Electronic Resource
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  • 10
    Electronic Resource
    Electronic Resource
    Springer
    Monatshefte für Chemie 107 (1976), S. 449-458 
    ISSN: 1434-4475
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract Sila-AnaloguesB 2 andA 2 of the spasmolytic ciclonium bromide (B 1) respectively the corresponding free baseA 1 were synthesized for the first time according to the reaction steps shown in scheme 1, and they and their precursors I and II were characterized by physical (Table 1) and chemical properties and their structures confirmed by NMR, and mass spectroscopy (Tables 2 and 3). The pharmacological effects ofA 2 andB 2 were investigated and compared with those of the parent carbon compoundB 1 (chapter 5).
    Type of Medium: Electronic Resource
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