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  • 1
    Electronic Resource
    Electronic Resource
    Molecular and electronic structure of phosphonium cyclopropylide: a theoretical study (1983)
    s.l. : American Chemical Society
    Journal of the American Chemical Society 105 (1983), S. 3806-3811 
    Details
    ISSN: 1520-5126
    Source: ACS Legacy Archives
    Topics: Chemistry and Pharmacology
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1021/ja00350a010
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  • 2
    Electronic Resource
    Electronic Resource
    Structure and conformation of molecules R3PCHPR2 and R3SiNHPR2 (1984)
    s.l. : American Chemical Society
    Organometallics 3 (1984), S. 1906-1909 
    Details
    ISSN: 1520-6041
    Source: ACS Legacy Archives
    Topics: Chemistry and Pharmacology
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1021/om00090a019
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  • 3
    Electronic Resource
    Electronic Resource
    Bis[boranatobis(dimethylphosphoniumylidenemethylide)] complexes of manganese(II) and cobalt(II): stable, homoleptic tetraalkyls of paramagnetic transition-metal centers (1983)
    s.l. : American Chemical Society
    Organometallics 2 (1983), S. 257-263 
    Details
    ISSN: 1520-6041
    Source: ACS Legacy Archives
    Topics: Chemistry and Pharmacology
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1021/om00074a009
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  • 4
    Electronic Resource
    Electronic Resource
    Synthesis and structure of triphenylphosphonium bis(diphenylstibino)methylide: a conformational study (1984)
    s.l. : American Chemical Society
    Organometallics 3 (1984), S. 38-43 
    Details
    ISSN: 1520-6041
    Source: ACS Legacy Archives
    Topics: Chemistry and Pharmacology
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1021/om00079a009
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  • 5
    Electronic Resource
    Electronic Resource
    Isolation and crystal structure of [(C6H6)2Ga.GaCl4]2.cntdot.3C6H6. A bis(.eta.6-benzene)gallium(I) complex (1983)
    s.l. : American Chemical Society
    Organometallics 2 (1983), S. 1550-1554 
    Details
    ISSN: 1520-6041
    Source: ACS Legacy Archives
    Topics: Chemistry and Pharmacology
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1021/om50005a012
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  • 6
    Electronic Resource
    Electronic Resource
    [Boranato-bis(dimethylphosphonium-methylid)]-Komplexe der do- und d10-Metalle: Li, Be, Mg, Zn, Cd, Hg, Al und Ga (1980)
    Springer
    Monatshefte für Chemie 111 (1980), S. 1233-1244 
    Details
    ISSN: 1434-4475
    Keywords: Metallocycles ; Organometallic compounds of do and d10 metals ; Phosphane boranes ; Phosphorus Ylides ; Ylide complexes
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract Dehydrohalogenation and metallation of boranato-bis-trimethylphosphonium salts (1), using two equivalents of a lithiumalkyl in tetrahydrofuran, leads to a solvated organolithium reagent H2B[(CH3)2PCH2]2Li (3) which can be converted into a 1:1n1-complex with tetramethylethylenediamin (4).3 reacts with anhydrous metal(II) halides to form spirocyclic coordination compounds of the type H2B[(CH3)2PCH2]2 M[CH2P(CH3)2]2BH2 (5–9,M=Be, Mg, Zn, Cd, Hg). The reaction of [(CH3)3PBH2P(CH3)3]Br (1) with lithium tetramethylmetalates Li[M(CH3)4],M=Al, Ga, on heating in the absence of a solvent affords the metallocycles H2B[(CH3)2PCH2]2 M(CH3)2 (10, 11) with evolution of methane. The products can be sublimed from the reaction mixture. The proposed structures of the new compounds, with tetrahedrally coordinated central atoms and strong covalent metal-carbon interactions, are supported by mass, IR and1H,7Li,11B,13C, and31P NMR spectra. Compound9 represents a rare case of a tetracoordinate organomercurial, compound5 is the first nonionic tetraalkylberyllate.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00903650
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  • 7
    Electronic Resource
    Electronic Resource
    Extreme sterische Hinderung: Synthese und Struktur des Tetra(tert-butyl)phosphonium-Kations  -  ein Fall von T-Symmetrie (1980)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 113 (1980), S. 1612-1622 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Extreme Steric Hindrance: Synthesis and Structure of the Tetra(tert-butyl)phosphonium Cation  -  a Case of T-SymmetryStarting from [(CH3)3C]3P and following a series of quaternisation and ylidation steps under carefully controlled conditions, the [(CH3)3C]4P+ cation could be synthesized for the first time: [(CH3)3C]3P → [(CH3)3C]3PCH3⊕ → [(CH3)3C]3P=CH2 → [(CH3)3C]3PCH2CH3⊕ → [(CH3)3C]3-P=CHCH3 → [(CH3)3C]3PCH(CH3)2⊕ → [(CH3)3C]3P=C(CH3)2 → [(CH3)3C]4P⊕. All intermediates were isolated. The tetra(tert-butyl)phosphonium cation was further characterized in the form of the iodide and tetrafluoroborate by means of all spectroscopic methods available. An X-ray diffraction analysis of the BF4 salt showed a face-centered cubic lattice with a superstructure (space group F43c  -  Td5). The cation has T-symmetry as predicted by theoretical force field calculations with a tert-butyl twist of 14°. Due to the extreme steric hindrance, the P—C bond distances are elongated and the C—C—C angles compressed.
    Notes: Ausgehend von [(CH3)3C]3P konnte über eine Abfolge von Quartärisierungs- und Ylidierungsstufen erstmals das [(CH3)3C]4P⊕-Kation synthetisiert werden: [(CH3)3C]3P → [(CH3)3C]3PCH3⊕ → [(CH3)3C]3P=CH2 → [(CH3)3C]3PCH2CH3⊕ → [(CH3)3C]3P=CHCH3 → [(CH3)3C]3PCH-(CH3)2⊕ → [(CH3)3C]3P=C(CH3)2 → [(CH3)3C]4P⊕. Alle Zwischenprodukte wurden isoliert. Das Tetra(tert-butyl)phosphonium-Kation wurde als Iodid und Tetrafluoroborat spektroskopisch vollständig charakterisiert. Eine Röntgenbeugungsanalyse des BF4-Salzes zeigte, daß eine kubisch-flächen-zentrierte Packung mit Überstruktur vorliegt (Raumgruppe F43c  -  Td5). Das Kation besitzt die theoretisch vorhergesagte T-Symmetrie mit einem tert-Butyl-Twist von 14°. Wegen der extremen sterischen Hinderung sind überdies die P—C-Abstände verlängert und die C—C—C-Winkel verengt.
    Additional Material: 5 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19801130440
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  • 8
    Electronic Resource
    Electronic Resource
    Beiträge zur Synthese und Struktur der Tris(phosphonium)-methanid-Salze und ihrer Vorstufen (1983)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 116 (1983), S. 3559-3566 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Contributions to the Synthesis and Structure of Tris(phosphonium) Methanide Salts and Their PrecursorsThe addition product of hexaphenylcarbodiphosphorane (1) and chlorodiphenylphosphane of the formula [(Ph3P)2CPPh2]⊕ Cl⊖ (7) was found to have inequivalent Ph3P groups by 31P NMR spectroscopy in solution at low temperatures, due to restricted rotation of the Ph2P group. The ground state corresponds to a conformation with the lone pair of electrons at PIII in the P3C plane. - The dication [(MePh2P)3C]2⊕ 2 I⊖ is obtained, as the diiodide 10, from MePh2P=CH2, and Ph2PCl followed by CH3I. In 10 all three MePh2P groups are equivalent (C3h-Symmetry). [(MePh2P)(Ph3P)2C]2⊕ 2 I⊖ (11) is prepared through CH3I addition to 7, [(MePh2P)(Ph2P)-(Ph3P)C]2⊕ 2 I⊖ (12) from 8 and CH3I. - Cyclic tris(phosphonium) methanides 14-16 are formed from 8 and 1,3-dibromopropane, 1,4-dibromobutane, and 1,2-bis(chloromethyl)benzene, respectively. The analogous process with 8 and 1,4-dibromo-2-butene yields a product 17 with a vinyl-substituted 1,3-diphospholane system.
    Notes: Das aus Hexaphenylcarbodiphosphoran (1) und Chlordiphenylphosphan erhaltene Produkt [(Ph3P)2CPPh2]⊕ Cl⊖ (7) besitzt in Lösung bei tiefen Temperaturen 13P-NMR-spektroskopisch inäquivalente Ph3P-Gruppen, was auf eine gehinderte Rotation der PPh2-Gruppe zurückzuführen ist. Dem Grundzustand entspricht eine Konformation mit dem freien Elektronenpaar am PIII-Atom in der P3C-Ebene. - Im Dikation [(MePh2P)3C]2⊕, als Diiodid 10 aus MePh2P=CH2, Ph2PCl und CH3I zugänglich, sind die drei MePh2P-Gruppen äquivalent (C3h-Symmetrie). Aus 7 und CH3I wird [(MePh2P)(Ph3P)2C]2⊕ 2I⊖; (11) erhalten, und aus Ph3P=C(PPh2)2 (8) entsprechend [(MePh2P)(Ph2P)(Ph3P)C]2⊕ I⊖ (13) und [(Ph3P)(MePh2P)2C]2⊕ 2I⊖ (12). - Cyclische Tris(phosphonium)-methanid-Salze 14-16 entstehen aus 8 und 1,3-Dibrompropan, 1,4-Dibrombutan und 1,2-Bis(chlormethyl)benzol. Die analoge Reaktion von 8 mit 1,4-Dibrom-2-buten ergibt ein Produkt mit vinylsubstituiertem 1,3-Diphospholansystem 17.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19831161105
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  • 9
    Electronic Resource
    Electronic Resource
    Die Atomsequenz PCPCP als Grundstrukturelement für Phosphoniumsalze, Ylide und deren Alkalikomplexe (1983)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 116 (1983), S. 1386-1392 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: The Sequence PCPCP as a Basic Structural Moiety for Phosphonium Salts, Ylides, and Their Alkali ComplexesBis(diphenylphosphino)methane (1) reacts with CH3I to yield the phosphonium salt CH3(C6H5)2- P⊕CH2P(C6H5)2 I⊖ (2) which is transformed into the ylide CH3(C6H5)2P = CHP(C6H5)2 (3) by transylidation using (CH3)3P = CH2. 3 can be metallated at the CH3 group by LiCH3, NaNH2, or KH to give partially solvated products MCH2(C6H5)2P = CHP(C6H5)2, M = Li, Na, K (4a-c). The reaction of the latter with (C6H5)2PCl leads to mixtures of 3 with the new ylides (C6H5)2PCH2P(C6H5)2 = CHP(C6H5)2 (6) and (C6H5)2PCH2P(C6H5)2 = C[P(C6H5)2]2 (7). Pure 6 is obtained from 4a and (C6H5)2PCl in the presence of tetramethylethylenediamine, or via the corresponding phosphonium salt (C6H5)2P⊕[CH2P(C6H5)2]2 Cl⊖ (5). 6 affords the alkali ylide complex (C6H5)2P [CHP(C6H5)2]2⊖ Li⊕ (8) in the reaction with LiCH3, and 7 is converted into the analogous compounds (C6H5)2PCHP(C6H5)2 = C[P(C6H5)2]2⊖ M⊕, M = Na, K (9a, b) with NaNH2 or KH, respectively. A nickel(II) complex 10 is derived from 4. A silver(I) complex 11 originates from 9a, b and (CH3)3PAgCl.
    Notes: Bis(diphenylphosphino)methan (1) bildet mit CH3I das Phosphoniumsalz CH3(C6H5)2P⊕CH2P-(C6H5)2 I⊖ (2) und dieses wird durch Umylidierung mit (CH3)3P = CH2 in das Ylid CH3(C6H5)2-P = CHP(C6H5)2 (3) übergeführt. 3 ist mit LiCH3, NaNH2 oder KH an der Methylgruppe metallierbar, wobei die teilweise solvathaltigen Produkte MCH2(C6H5)2P = CHP(C6H5)2, M = Li, Na, K (4a-c) gebildet werden. Deren Umsetzung mit (C6H5)2PCI ergibt Gemische von 3 mit den neuen Yliden (C6H5)2PCH2P(C6H5)2 = CHP(C6H5)2 (6) und (C6H5)2PCH2P(C6H5)2 = C[P(C6H5)2]2 (7). Reines 6 ist aus 4a und (C6H5)2PCI in Gegenwart von Tetramethylethylendiamin zugänglich, oder über das korrespondierende Phosphoniumsalz (C6H5)2P+[CH2P(C6H5)2]2 Cl⊖ (5). 6 liefert bei der Umsetzung mit LiCH3 den Alkali-Ylidkomplex (C6H5)2 P[CHP(C6H5)2]2⊖ Li⊕ (8, und aus 7 erhält man mit NaNH2 oder KH analog die Verbindungen (C6H5)2PCHP(C6H5)2 = C-[P(C6H5)2]2⊖M⊕, M = Na, K (9a, b). Von 4 leitet sich ein Nickel(II)-Komplex 10 ab. Ein Silber(I)-Komplex 11 entsteht aus 9a, b und (CH3)3PAgCl.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19831160413
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  • 10
    Electronic Resource
    Electronic Resource
    Synthese und Struktur von dimerem Dimethylaluminium-[bis(diphenylphosphino)amid], {(CH3)2AIN[P(C6H5)2]2}2, und verwandten Verbindungen (1983)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 116 (1983), S. 1403-1410 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Synthesis and Structure of Dimeric Dimethylaluminium Bis(diphenylphosphino)amide, {(CH3)2AIN[P(C6H5)2]2}2 and Related CompoundsFrom the reaction of (CH3)3Al, (C2H5)3Al, (CH3)3Ga and (C2H5)3Ga with [(C6H5)2P]2NH dimeric products 1-4 of the composition {R2MN[P(C6H5)2]2}2with M = Al, Ga; R = CH3, C2H5, are obtained, with evolution of alkane. According to spectroscopic data the bis(diphenylphosphino)amide ligand is unsymmetrically P,N-coordinated in the aluminium compounds, whereby AlNPAlNP rings are formed. With the gallium compounds, in addition to this form a symmetrical P,P-coordinate isomer with an eight-membered ring appears to be part of an equilibrium in solution.  -  The proposed P,N-coordinate structure of the compound {(CH3)2AlN[P(C6H5)2]2} 2 (1) was confirmed by single crystal X-ray diffraction analysis. The six-membered ring is present in a twist-conformation. The N-atoms adopt a trigonal planar configuration. The lone pair of electrons of the non-coordinate P-atoms is oriented in the N(AlP2) plane reducing steric and repulsive electronic interactions.
    Notes: Aus (CH3)3Al, (C2H5)3Al, (CH3)3Ga und (C2H5)3Ga entstehen bei Umsetzungen mit [(C6H5)2P]2NH unter Alkanentwicklung dimere Produkte 1-4 der Zusammensetzung {R2MN[P(C6H5)2]2}2mit M = Al, Ga; R = CH3, C2H5. Nach spektroskopischen Daten ist der Bis(diphenylphoshino)amid-Ligand in den Aluminiumverbindungen unsymmetrisch P,N-koordiniert, wobei sechsgliedrige Ringsysteme AlNPAlNP gebildet werden. Bei den Galliumanalogen scheint zusätzlich als Bestandteil eines Lösungsgleichgewichts eine symmetrische P,P-koordinierte Form mit achtgliedrigem Ring aufzutreten.  -  Die Röntgenbeugungsanalyse an Einkristallen von {(CH3)2AlN[P(C6H5)2]2} 2 (1) bestätigt den Strukturvorschlag mit P,N-Koordination. Der Sechsring liegt in einer Twist-Konformation vor, die N-Atome sind trigonal-planar konfiguriert. Das freie Elektronenpaar des nicht koordinierten P-Atoms liegt zur Verringerung sterischer und elektronischer Wechselwirkungen in der N(AlP2)-Ebene.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19831160415
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