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  • Phosphorus heterocycles  (3)
  • Coordination modes  (2)
  • Aluminum  (1)
  • 1
    Electronic Resource
    Electronic Resource
    Stable N-Phosphanyl Nitrilimines: Reactivity on the Periphery of the Nitrilimine Skeleton (1991)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 124 (1991), S. 1739-1746 
    Details
    ISSN: 0009-2940
    Keywords: Nitrilimines ; Phosphorus heterocycles ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Reactions involving the λ3-phosphorus atom of N-[bis(diisopropylamino)phosphanyl)]-C-[(bis(diisopropylamino) -thio-phosphoranyl)nitrilimine (1) are reported. Addition of elemental sulfur or selenium to 1 leads, by a formal [1 + 4] cycloaddition, to 1,3,4,2λ5-thiadiazaphosphole 3a or 1,3,4,2λ5-selenodiazaphosphole 3b in 85 and 84% yield, respectively. Reactions of 1 with dimethyl acetylenedicarboxylate and tetracyanoethylene afford the corresponding [2 + 4] adducts 1,2,3λ5-diazaphosphinine 6 (80% yield) and 1,2,4,3λ5-triazaphosphinine 10 (80% yield). Phenyl azide reacts with 1 with loss of nitrogen to give 1,2,4,3λ5-triazaphosphole 15 (74% yield), while the reaction of 1 with α-diazo ketone 17 leads with conservation of the N2 grouping to the formation of 1,2,4,3λ5-triazaphosphole 20 (85% yield). Addition of methyl trifluoromethanesulfonate to 1 affords N-[bis(diisopropylamino)methylphosphonioyl]-C-[bis(diisopropylamino)thiophosphoranyl]nitrilimine 22. In contrast to 1, the new stable nitrilimine 22 is strongly electrophilic. [2 + 3] cycloadditions are observed with ethyl vinyl ether, styrene, methyl acrylate and phenylacetylene to furnish the corresponding pyrazolines 23 - 25 and pyrazole 26 in good yields. Water adds to 22 by a 1,3-addition process to give hydrazine 27 (88% yield). The lithium salt 30 of [bis(diisopropyl-amino)thiophosphoranyl](diazo)methane reacts with [bis(pentafluorophenyl)](chloro)phosphane to afford the corresponding diazo compound 32 (50% yield) while the reaction with (chloro)(phenyl)[2,4,6-tris(trifluoromethyl)phenyl]phosphane furnishes nitrilimine 33 in 82% yield. Only 1,3-addition reactions with water or diisopropylamine leading to hydrazine 34 (65% yield) and hydrazone 35 (54% yield) are observed on treatment with this new poorly reactive nitrilimine.
    Additional Material: 10 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19911240812
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    Paper (German National Licenses)
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  • 2
    Electronic Resource
    Electronic Resource
    Tungsten Carbonyl Complexes of 1H-Diphosphirenes and Diphosphirenylium Salts (1999)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 1999 (1999), S. 1479-1488 
    Details
    ISSN: 1434-1948
    Keywords: Phosphorus heterocycles ; Cations ; Tungsten complexes ; Coordination modes ; Phosphaalkenes ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The 1,1,3-tris(diisopropylamino)diphosphirenium salt 1 reacts with lithium aluminium hydride leading to the P-hydrogeno-C-phosphinophosphaalkenes 2, which on treatment with a catalytic amount of BF3·OEt2 afford the 1,3-bis(diisopropylamino)-1H-diphosphirene 3. The corresponding η1-coordinated 1H-diphosphirene 6 can be prepared by treatment of 2 or 3 with one equivalent of [W(CO)5(thf)]. Alternatively, the diphosphirenium salt 1 reacts with an excess of [W(CO)5(thf)], affording the corresponding η1-coordinated diphosphirenium salt complex 4, which is converted into the P-hydrogenophosphaalkene complex 5 with lithium aluminium hydride. The dinuclear tungsten complexes 7 and 8 are obtained by treatment of the free 1H-diphosphirene 3 with two equivalents of [W(CO)5(thf)] or one equivalent of [W(CO)4(thf)2], respectively. Compound 6 reacts with two equivalents of hydrogen chloride, giving the 1-chloro-3-diisopropylamino-1H-diphosphirene 9, which can be subsequently converted into the 1-diisopropylamino-, 1-azido, or 1-phenyl-3-diisopropylamino-1H-diphosphirenes 6, 10 and 11 by nucleophilic substitution with diisopropylamine, azidotrimethylsilane or sodium tetraphenylborate, respectively. The [η2-(3-diisopropylaminodiphosphirenylium salt)·W(CO)5] complexes 12a-c can be prepared by reaction of 9 with silver trifluoromethanesulfonate, aluminium or gallium trichloride or, alternatively, by treatment of 6 with two equivalents of trifluoromethanesulfonic acid. Reaction of 12a with diisopropylamine, water, bis(triphenylphosphoranylidene)ammonium chloride or tetrabutylammonium fluoride gives the corresponding 1H-diphosphirene complexes 6, 13, 9, or 14, respectively. Compound 12a also reacts with one or two equivalents of [W(CO)5(thf)], leading to the di- and tri-nuclear complexes 15and 16, respectively.
    Additional Material: 4 Ill.
    Type of Medium: Electronic Resource
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    Paper (German National Licenses)
  • 3
    Electronic Resource
    Electronic Resource
    The Dramatic Influence of Diamidoamine Ligands on the Structure and Reactivity of Low-Valent Tin and Bismuth Derivatives (1999)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 1999 (1999), S. 2295-2299 
    Details
    ISSN: 1434-1948
    Keywords: Lewis acids ; Bismuth ; Aluminum ; Phosphorus ; Tin ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The dilithium salts of N-methyl-N′,N′′-bis(diisopropyl)- and -(trimethylsilyl)-diethylenetriamine 1a,b react with SnCl2 affording the corresponding stannylenes 2a,b in 60 and 80% yield, respectively. Compound 1b also reacts with BiCl3 to give the bismuth chloride 5 (90% yield). Derivatives 2b and 5 have a symmetrical bicyclic structure and are monomeric both in solution and in the solid state. When 2b is treated with BiCl3 or PCl3, an oxidation reaction leads to the hypercoordinated tin(IV) dichloride 3 (58% yield), or a transmetallation gives rise to the oniophosphane 4 (95% yield), respectively. Transmetalation reactions also occurred when 5 was treated with AlCl3, GaCl3 or SnCl2 affording the corresponding aluminum chloride 6 (81% yield), gallium chloride 7 (38% yield) or tin dichloride 3 (38% yield). The observed reactivity for 2 and 5 is compared to that reported for Veith's stannylene or bismuth chloride.
    Additional Material: 4 Ill.
    Type of Medium: Electronic Resource
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  • 4
    Electronic Resource
    Electronic Resource
    Synthesis, Characterization and Dynamic Behavior of Mono- and Dinuclear Palladium(II) Carbene Complexes Derived From 1,1′-Methylenebis(4-alkyl-1,2,4-triazolium) Diiodides (1999)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 1999 (1999), S. 1965-1971 
    Details
    ISSN: 1434-1948
    Keywords: Palladium ; Carbenes ; Metallacycles ; 1,2,4-Triazole ; Coordination modes ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Mononuclear palladium carbene complexes 2a-c and 3 derived from 1,1′-methylenebis(4-alkyl-4,5-dihydro-1H-1,2,4-triazole-5-ylidene) have been obtained by the reaction of 1,1′-methylenebis(4-alkyl-1,2,4-triazolium) diiodides 1a-d with palladium acetate under mild conditions. The mononuclear complexes 2a-c have been transformed into their corresponding trans-binuclear complexes 4a-c. All compounds were characterized by spectroscopic techniques and the dynamic behavior of 2a-cand 4a-c has been studied. The X-ray structures of 2a and 4c are reported.
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
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  • 5
    Electronic Resource
    Electronic Resource
    The Inferior p-Donor Ability of Phosphanyl versus Amino Substituents: Consequences on the Stability and Reactivity of Phosphanyl- and Aminocarbenes (1998)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 1998 (1998), S. 1539-1542 
    Details
    ISSN: 1434-1948
    Keywords: Carbenes ; Insertions ; Donor systems ; Phosphorus heterocycles ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Bis(diisopropylamino)(trimethylstannyl)phosphane (2) reacts with the (chloromethylene)diisopropylammonium salt 1 affording the C-phosphanyl-substituted iminium salt 3 (67 % yield), which features a short C-N (1.284 Å) and a long P-C bond (1.850 Å), a planar iminium nitrogen atom and a pyramidalized phosphorus atom. Deprotonation of 3 leads to the enamine 8 (92 % yield), while addition of sodium methoxide followed by thermolysis of the resulting hemiaminal 9 (90 % yield) gives rise to the azaphosphetane 10 (85 % yield), by intramolecular CH insertion of the transiently formed (amino)(phosphanyl)carbene 6.
    Type of Medium: Electronic Resource
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