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  • Articles: DFG German National Licenses  (39)
  • Chemistry  (39)
  • Phosphinines  (2)
  • BIPNOR dioxide  (1)
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  • Articles: DFG German National Licenses  (39)
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Keywords
  • 1
    Electronic Resource
    Electronic Resource
    2-Phosphanylphosphinines as Bridging Ligands for Dinuclear Transition Metal Carbonyls (1997)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 130 (1997), S. 843-849 
    Details
    ISSN: 0009-2940
    Keywords: P ligands ; Phosphorus heterocycles ; 2-Phosphanylphosphinines ; Dinuclear complexes ; Metal carbonyls ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The 2-phosphanyl-4,5-dimethylphosphinines 1-5 are powerful bridging ligands able to stabilize metal-metal single and triple bonds between low-valent transition metal centres. Their reaction with Mn2(CO)10 in refluxing xylene yields the corresponding Mn2(CO)8 complexes 6 and 7. Reaction with [Fe2Cp2(CO)4] under UV irradiation similarly yields the Fe-Fe-bridged Fe2Cp2(CO)2 complexes 8 and 9. An additional observation is that the 2-phosphininyl-3,4-dimethylphosphaferrocene 10 is formed upon reaction of the 2-phospholylphosphinine 5 with [Fe2Cp2(CO)4] at high temperature under CO pressure. A clean addition occurs at the Mo≡Mo triple bond of [Mo2Cp2(CO)4] to give the Mo-Mo single-bonded complexes 11-15. The thermolysis of these complexes succeeds when the phosphanyl group is a phosphonite P(OEt)2 (13) or P(OAr)2 (14), affording cleanly the Mo2Cp2(CO)4 triple-bonded complexes 16 and 17, respectively. The metal-metal triple bonds of these complexes readily add two molecules of CO to reform 13 and 14, or one molecule of tBu-N≡C to give 18 and 19. The X-ray crystal structure analysis of the MO2C2(CO)4 complex 13a, with the 2-P(OEt)2- phosphinine, shows a gauche orientation of the two Cp rings and very short P-Mo bonds of 2.3565(4) and 2.406(2) Å to the phosphinine and P(OEt)2 groups, respectively.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19971300706
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    Paper (German National Licenses)
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  • 2
    Electronic Resource
    Electronic Resource
    Functionalisation of the 1-Phosphanorbornadiene Structure at the C2 Position by Stille Cross-Coupling Reactions (1998)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1998 (1998), S. 2683-2687 
    Details
    ISSN: 1434-193X
    Keywords: Phosphole ; Phosphanorbornadiene ; Stille cross-coupling ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The reaction of alkynylstannanes with 1-phenyl-3,4-dimethylphosphole at 150 °C affords the corresponding 2-stannyl-1-phosphanorbornadienes (2a, b), in fair yield. Oxidation under mild conditions affords the corresponding phosphane oxides (3a, b), whereas more drastic conditions (H2O2, 15% in toluene at 80 °C) induce the oxidative cleavage of the P-CH2 bond of the bridge to give a bicyclic phosphinate such as 4. Treatement of 4 by iodine leads to a tin → iodine exchange. The X-ray crystal structure analysis of the resulting 1-phospha-2-oxabicyclo[2.2.2]octa-5,7-diene 1-oxide confirms the functionalisation at the α-position and the relief of ring strain taking place upon insertion of oxygen into the P-CH2 bond of the norbornadiene. The 2-stannyl-1-phosphanorbornadiene 1-oxides (3a, b) readily undergo tin → iodine exchange. The resulting 2-iodo derivatives (6a, b) can be cross-coupled with 2-furyl-, 2-thienyl-, 2-pyrrolyl-, phenylethynyl-, and vinyl-tributylstannanes to give the corresponding 2-functional 1-phosphanorbornadiene 1-oxides in excellent yields (80-95%)
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
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    Paper (German National Licenses)
  • 3
    Electronic Resource
    Electronic Resource
    Diels-Alder Reactions of tert-Butylphosphaethyne with 1,3,2-Diaza- and 1,2-Azaphosphinines (1998)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1998 (1998), S. 2039-2045 
    Details
    ISSN: 1434-193X
    Keywords: Phosphorus heterocycles ; Nitrogen heterocycles ; Phosphinines ; Phosphaalkynes ; [4 + 2] Cycloadditions ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: tert-Butylphosphaethyne (2) undergoes a Diels-Alder reaction with the 1,3,2-diazaphosphinine 1 at room temperature to furnish the diazadiphosphabarrelene 3. In the presence of an excess of 2 in toluene under reflux compound 3 experiences elimination of a molecule of pivalonitrile to afford the 1-aza-2,4-diphosphinine 5 which, in turn, reacts with a further equivalent of 2 to form the transient azatriphosphabarrelene 6. Formation of the final product, the stable tetraphosphatetracyclic compound 4, is the result of a homo Diels-Alder reaction between 6 and yet another equivalent of 2. The structure of 4 has been confirmed by an X-ray crystallographic analysis of its pentacarbonyltungsten complex 7. As a consequence of the high steric overcrowding in 4, complexation occurs exclusively at its phosphaalkene phosphorus atom. The reactivity of 2 towards the four functionally substituted 1,2-azaphosphinines 8a-d has also been examined. At room temperature smooth [4 + 2] cycloaddition reactions proceed to yield the azadiphosphabarrelenes 9a-d. While thermolyses of the barrelenes 9a-c in toluene under reflux lead exclusively to the starting compounds 8a-c by a [4 + 2] cycloreversion process with concomitant elimination of 2, pyrolysis of 9d under the same conditions furnishes the 1,3-diphosphinine 10, also unambiguously identified by analysis of its tpentacarbonyltungsten complex 11.
    Type of Medium: Electronic Resource
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    Paper (German National Licenses)
  • 4
    Electronic Resource
    Electronic Resource
    Synthesis, X-ray Crystal Structures and Reactivity Towards Alkynes of Gold(I)-Phosphinine Complexes (1999)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 1999 (1999), S. 2233-2241 
    Details
    ISSN: 1434-1948
    Keywords: Phosphorus ; Heterocycles ; Phosphinines ; Gold ; Cycloadditions ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The coordination behaviour of 2,6-disilyl-substituted phosphinines towards gold(I) has been examined. The reaction of the bis(trimethylsilyl)phosphinine 1 with [AuCl(SMe2)] gives the corresponding AuCl derivative 2. X-ray crystal structure analysis reveals that the aromaticity of the phosphinine ring is slightly reduced as a result of the poor π-back bonding ability of the AuCl fragment. The same phenomenon is observed in the cationic complex [Au(1)2][GaCl4] (3) which was readily prepared by reaction of two equivalents of 1 with [AuCl(SMe2)] followed by treatment with GaCl3 at low temperature. Reaction of 2,6-bis(phenylethynyldimethylsilyl)phosphinine (4) with the same precursor leads similarly to the complex [AuCl(4)] (5). Interestingly, this complex dimerizes upon crystallization to give the bis(phosphabarrelene) complex 6, also structurally characterized. The formation of 6 results from a [4 + 2] cycloaddition between one alkynyl group of each phosphinine with the other phosphinine subunit. The formation of the cationic complex [Au(4)][GaCl4] (8) occurs under classical conditions but it disproportionates to give the cationic complex [Au(4)2][GaCl4] (9) and colloidal gold deposition. The formation of 9 has been ascertained by treating 8 with one equivalent of ligand 4. Additionally, 9 can also be obtained in a straightforward fashion by treating two equivalents of 4 with [AuCl(SMe2)] followed by treatment with GaCl3 at low temperature. The structure of 9 has been elucidated. Despite a particular arrangement of the alkyne groups which encapsulate the gold coordination sphere, no gold-alkyne interactions are visible.
    Additional Material: 5 Ill.
    Type of Medium: Electronic Resource
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    Paper (German National Licenses)
  • 5
    Electronic Resource
    Electronic Resource
    γ-Functionalisation of the 1-Phosphanorbornadiene Structure (1999)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1999 (1999), S. 1091-1097 
    Details
    ISSN: 1434-193X
    Keywords: Phosphanorbornadiene ; Allylic metalation ; Allylic bromination ; BIPNOR dioxide ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: -3-Methyl-substituted 1-phosphanorbornadiene oxides or sulfides such as 1a,b are either metalated by a strong base (n-BuLi or LDA) or brominated by NBS at the methyl substituent. The reaction of the resulting delocalised carbanions 2a,b takes place either at C-2 (H+, MeI) or at the methylene group (Me3SiCl, ClPPh2, I2). In the last case, γ-functional (5a,b or 6a,b) or bridged (7) phosphanorbornadienes are obtained. Similarly, the reaction of 3-bromomethyl-1-phosphanorbornadiene oxides such as 8 with nucleophiles [NaCH(CO2Me)2, PhO-, Me2NH, PhCH2NH2] yields the corresponding γ-functional phosphanorbornadienes 9-12. This chemistry has also been applied to the BIPNOR dioxide 13.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
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  • 6
    Electronic Resource
    Electronic Resource
    Synthesis and Reactivity of Bis(phospholyl)neodymium(III) and -samarium(III) Chlorides and Alkyl Derivatives (1999)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 1999 (1999), S. 1041-1045 
    Details
    ISSN: 1434-1948
    Keywords: Organolanthanide ; Neodymium ; Samarium ; Phospholyl ; Hydrides ; Lanthanides ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The reaction of 2,3,4,5-tetramethylphospholylpotassium [C4Me4PK] with [LnCl3(THF)x] (Ln = Nd, Sm) in a 2:1 ratio gave unsolvated ate complexes of the formula [(C4Me4P)2LnCl2K]. Crystallisation of the samarium complex from ether afforded a polymeric ether solvate: {[(η5-C4Me4P)Sm(μ3-Cl)2(μ:η5,η1-C4Me4P)K(Et2O)]∞}, which was characterised by X-ray crystallography. Reaction of [(C4Me4P)2LnCl2K] with [LiCH(SiMe3)2] in toluene gave the alkyl complexes [(C4Me4P)2LnCH(SiMe3)2]; these complexes were most efficiently prepared from [LnCl3(THF)x], [KC4Me4P] and [LiCH(SiMe3)2] in a one-pot procedure. Reaction of [(C4Me4P)2LnCH(SiMe3)2] with molecular hydrogen gave [(C4Me4P)2NdH], when Ln = Nd, whereas, when Ln = Sm, reduction occurred and the already known [(C4Me4P)2Sm] was isolated instead.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
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  • 7
    Electronic Resource
    Electronic Resource
    Persulfuration of phosphinines: Synthesis and X-ray crystal structure analysis of a P2S3 derivative (1990)
    New York, NY [u.a.] : Wiley-Blackwell
    Heteroatom Chemistry 1 (1990), S. 37-42 
    Details
    ISSN: 1042-7163
    Keywords: Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The reaction of 4,5-dimethyl-2-phenylphosphinine with sulfur in boiling benzene in the presence of N-methylimidazole as a catalyst first yields a P-sulfide. This monosulfide further reacts with sulfur to give a diphosphinine trisulfide and a diphosphinine tetrasulfide. The X-ray crystal structure analysis of the trisulfide has been carried out.The two head-to-tail 1,6-dihydrophosphinine rings are connected by P—S—C and P—C links, thus forming a central 1,2,4-thiadiphospholane heterocycle. The P—C bridge is weak [1.881(3) Å] and sulfur can insert into it to give the symmetrical tetrasulfide with two P—S—C bridges.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hc.520010106
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  • 8
    Electronic Resource
    Electronic Resource
    Stereochemistry and some synthetic uses of the heteroarylation of phospholesDedicated to Marianne Baudler on the occasion of her seventieth birthday. (1991)
    New York, NY [u.a.] : Wiley-Blackwell
    Heteroatom Chemistry 2 (1991), S. 377-383 
    Details
    ISSN: 1042-7163
    Keywords: Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Further studies have been conducted on the condensation of electron-rich arenes or heteroarenes with the dienic system of phosphole P-complexes. According to the X-ray crystal structure analysis of one of the resulting 2-aryl-3-phospholene P-complexes, the condensation takes place on the side of the diene opposite to the complexing group. The decomplexation of the phospholene P-Mo(CO)5 and P-W(CO)5 complexes, respectively, by reaction with sulfur or halogens and tertiary amines yields the corresponding P-sulfides and oxides with full retention of the stereochemistry at phosphorus. Double condensation of the phosphole P-complexes onto the 2 and 5 positions of thiophene and furan ultimately leads to phosphole-thiophene-phosphole and phosphole-furan-phosphole chains. The first type has been characterized by X-ray crystal structure analysis of its P,P-disulfide. No electronic delocalization appears to take place along the chain.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hc.520020305
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  • 9
    Electronic Resource
    Electronic Resource
    Reaction of terminal phosphinidene complexes with aldimines: Synthesis of the first 1,2,3-azadiphosphetidine (1998)
    New York, NY [u.a.] : Wiley-Blackwell
    Heteroatom Chemistry 9 (1998), S. 597-600 
    Details
    ISSN: 1042-7163
    Keywords: Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Transient terminal phosphinidene complexes [RP-M(CO)5] (M = Mo, W, R = Ph, Me), as generated from the corresponding 7-phosphanorbornadiene complexes, react with N-methyl(benzylidene)amine to afford the diazaphospholane complexes 3,4 (R = Ph) or a mixture of diazaphospholane 9 and 1,2,3-azadiphosphetidine 10 (R = Me), probably by insertion of either one molecule of imine or one molecule of phosphinidene into the weak P—N bond of the unstable intermediate azaphosphiridine 11. The new complex 10 has been submitted to an X-ray crystal structure analysis. © 1998 John Wiley & Sons, Inc. Heteroatom Chem 9: 597-600, 1998
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
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  • 10
    Electronic Resource
    Electronic Resource
    Crystal structure of α,ω-bis(triisopropylsilyl)-sexithiophene: Unusual conjugated chain distortion induced by interchain steric effects (1994)
    Weinheim : Wiley-Blackwell
    Advanced Materials 6 (1994), S. 660-663 
    Details
    ISSN: 0935-9648
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Mechanical Engineering, Materials Science, Production Engineering, Mining and Metallurgy, Traffic Engineering, Precision Mechanics , Physics
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/adma.19940060908
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