Heteroatomfunktionalisierte Methylgold-Komplexe: Synthese und Struktur von Chlormethyl(triphenylphosphin)- und Phenylthiomethyl(trimethylphosphin)gold

Steinborn, Dirk; Becke, Steffi; Herzog, Renate; Günther, M.; Kircheisen, Robert; Stœckli-Evans, Helen; Bruhn, Clemens

doi:10.1002/(sici)1521-3749(199808)624:8<1303::aid-zaac1303>3.3.co;2-i

Cited by 8 publications

(12 citation statements)

References 2 publications

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“…Measured Au−C distances (Table ) are close to 2.088(9) Å observed for the previously reported [(PPh 3 )AuCH 2 Cl] complex ( 2 ) . On the other hand, C−Cl distances (1.828–1.830 Å) are markedly longer than found in 2 (1.68(1) Å), and in fact are the longest among all 79 published crystal structures containing a [MCH 2 Cl] motif .…”

Section: Methodssupporting

confidence: 83%

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Gold(I) Carbenoids: On‐Demand Access to Gold(I) Carbenes in Solution

et al. 2017

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Chloromethylgold(I) complexes of phosphine, phosphite, and N‐heterocyclic carbene ligands are easily synthesized by reaction of trimethylsilyldiazomethane with the corresponding gold chloride precursors. Activation of these gold(I) carbenoids with a variety of chloride scavengers promotes reactivity typical of metallocarbenes in solution, namely homocoupling to ethylene, olefin cyclopropanation, and Buchner ring expansion of benzene.

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Section: Methodssupporting

confidence: 83%

“…Previous synthesis of chloromethylgold(I) complexes used either toxic and potentially explosive diazomethane or low‐temperature in situ formation of Mg(CH 2 Cl)Cl . We have developed a more convenient approach that utilizes the methanol promoted decomposition of trimethylsilyldiazomethane at room temperature (Scheme ).…”

Section: Methodsmentioning

confidence: 99%

Gold(I) Carbenoids: On‐Demand Access to Gold(I) Carbenes in Solution

et al. 2017

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“…As an alternative to free gold carbene complexes, we sought to identify gold carbenoid complexes that would spontaneously and reversibly generate reactive gold carbene complexes in solution under mild conditions, thereby allowing kinetic and mechanistic analysis of carbene transfer processes from otherwise inaccessible gold carbene complexes. Although a small number of gold(I) carbenoid complexes that undergo carbene transfer to alkenes have been identified (e.g., D–F ; Figure ), only imidazolium sulfonyl complex F does so in solution without Lewis acid activation . However carbene transfer from F requires forcing conditions and a stabilizing C1 anisyl group for spontaneous activation and undergoes irreversible carbene formation, all of which would complicate kinetic and mechanistic analysis of carbene transfer.…”

Section: Figurementioning

confidence: 99%

“…Inspired by the facile alkylidene transfer reactions of iron sulfonium ylide complexes, and the generation of well‐defined Rh, Os, and Ru benzylidene complexes from sulfonium benzylides, we targeted gold sulfonium benzylide complexes of the form [(L)AuCHPh(SR 1 R 2 )] + as potential carbene transfer reagents . Initial efforts to synthesize gold sulfonium benzylide complexes by S‐alkylation of gold α‐thiobenzyl complexes or through ligand displacement with sulfonium benzylides proved unsuccessful. However, a third approach involving nucleophilic substitution of a gold α‐chlorobenzyl carbenoid complex with sulfide, which was modelled after similar transformations reported by Steinborn and Echavarren, proved effective.…”

Section: Figurementioning

confidence: 99%

Gold Sulfonium Benzylide Complexes Undergo Efficient Benzylidene Transfer to Alkenes

Carden

Widenhoefer

2019

Chemistry A European J

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The gold sulfoniumbenzylide complexes [(P1)AuCHPh(SR 1 R 2 )] + {B[3,5-CF 3 C 6 H 3 ] 4 } À [P1 = P(tBu) 2 o-biphenyl; R 1 ,R 2 =-(CH 2 ) 4 -( 1a); R 1 = Et, R 2 = Ph (1b); R 1 = R 2 = Ph (1c)] were synthesized by reaction of the gold a-chloro benzyl complex (P1)AuCHClPhw ith sodium tetrakis[3,5bis(trifluoromethyl)phenyl]borate and excesss ulfide. Complexes 1 undergoe fficient benzylidenet ransfer to alkenes and DMSO under mild conditions withoute xternala ctivation. Kinetic analysis of the reaction of 1c with styrene was consistentw ith the intermediacy of the cationic gold benzylidene complex [(P1)AuCHPh] + (I).[a] R.

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“…Bekannte Beispiele reichen von Halogenidionen [1] bis hin zu Anionen komplexer Struktur wie z. B. Theophyllin ± [2] oder Indigo ± [3] als Liganden X. Als strukturelle Besonderheiten werden in einigen Fa Èllen zwischenmolekulare Wechselwirkungen Au±Au [4±6], Au±S [5,6] Au±Cl [5,6] Au±N [7], Au±O [7] oder Au±C [8] …”

Section: Introductionunclassified

Darstellung und Kristallstrukturen von Dicyanamido(triphenylphosphan)gold(I) und Nitrosodicyanmethanido(triphenylphosphan)gold(I)

Bessler

Romualdo

Filho

et al. 2001

Z. anorg. allg. Chem.

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Professor Josef Goubeau in memoriamInhaltsu È bersicht. Die Koordinationsverbindungen [(Ph 3 P)-Au{N(CN) 2 }] (1) und [(Ph 3 P)Au{ONC(CN) 2 }] (2) werden durch Umsetzung von [Au(PPh 3 )]NO 3 mit Na[N(CN) 2 ] bzw. K[ONC(CN) 2 ] in CH 2 Cl 2 erhalten. Die Verbindungen werden IR-spektroskopisch und durch Kristallstrukturanalysen charakterisiert. 1 kristallisiert triklin in der Raumgruppe P 1 mit a = 930,16(4), b = 1011,89(13), c = 1118,35(16) pm, a = 115,327(10), b = 90,899(8), c = 103,394(8)°, Z = 2. 2 kristallisiert monoklin in der Raumgruppe P2 1 /n mit a = 832,59(10), b = 1139,30(16), c = 2078,9(4) pm, a = 99,84(2)°, Z = 4. Die Kristallstrukturen beider Verbindungen sind aus paarweise antiparallel angeordneten Moleku È len mit linear koordinierten Goldatomen und schwachen zwischenmolekularen Au±N-Wechselwirkungen aufgebaut. Preparation and Crystal Structures of Dicyanamido(triphenylphosphane)gold(I) and Nitrosodicyanomethanido(triphenylphosphane)gold(I) Abstract. The coordination compounds [(Ph 3 P)Au{N(CN) 2 }] (1) and [(Ph 3 P)Au{ONC(CN) 2 }] (2) are obtained by the reaction of [Au(PPh 3 )]NO 3 with Na[N(CN) 2 ] or K[ONC(CN) 2 ] in CH 2 Cl 2 . The compounds are characterized by IR spectroscopy and by crystal structure determination. 1 crystallizes triclinic in the space group P 1 with a = 930.16(4), b = 1011.89(13), c = 1118.35(16) pm, a = 115.327(10), b = 90.899(8), c = 103.394(8)°, Z = 2. 2 crystallizes monoclinic in the space group P2 1 /n with a = 832.59(10), b = 1139.30(16), c = 2078.9(4) pm, b = 99.84(2)°, Z = 4. The crystal structures of both compounds are built up by pairs of antiparallel oriented molecules with linear coordinated gold atoms and weak intermolecular Au±N-interactions.

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Heteroatomfunktionalisierte Methylgold-Komplexe: Synthese und Struktur von Chlormethyl(triphenylphosphin)- und Phenylthiomethyl(trimethylphosphin)gold

Cited by 8 publications

References 2 publications

Gold(I) Carbenoids: On‐Demand Access to Gold(I) Carbenes in Solution

Gold(I) Carbenoids: On‐Demand Access to Gold(I) Carbenes in Solution

Gold Sulfonium Benzylide Complexes Undergo Efficient Benzylidene Transfer to Alkenes

Darstellung und Kristallstrukturen von Dicyanamido(triphenylphosphan)gold(I) und Nitrosodicyanmethanido(triphenylphosphan)gold(I)

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