Furan- and thiophene-functionalised bis-carbene ligands: Synthesis, silver(I) complexes, and catalysis

Nielsen, David J.; Cavell, Kingsley J.; Viciu, Mihai S.; Nolan, Steven P.; Skelton, Brian W.; White, Allan H.

doi:10.1016/j.jorganchem.2005.08.023

Cited by 25 publications

(20 citation statements)

References 33 publications

(46 reference statements)

Supporting

Mentioning

Contrasting

Order By: Relevance

“…All solvents were degassed prior to use. Cp*Ru(dppe)Cl, [19] 2,5-dibromo-1,4-bis(mercaptomethyl)benzene (5), [20] 2,6-bis(bromomethyl)pyridine (6), [21] 2,5-bis(bromomethyl)furan (8), and 2,5-bis(bromomethyl)thiophene (9) [22] were prepared by standard literature methods. All other starting materials are available commercially.…”

Section: Methodsmentioning

confidence: 99%

Synthesis and Characterization of Dithia[3.3]metaparacyclophane‐Bridged Dimetallic Ruthenium Acetylide Complexes

Xia

Meng

et al. 2013

Eur J Inorg Chem

View full text Add to dashboard Cite

Keywords: Bridging ligands / Cyclophanes / Ruthenium / Dimetallic complexes / Redox chemistry / Pi interactions Four dithia[3.3]metaparacyclophane-bridged dimetallic ruthenium acetylide complexes (1-4), in which the cyclophane units exhibit characteristic edge-to-face interactions between the top and bottom aromatic decks, have been designed, synthesized, and structurally characterized. X-ray diffraction analysis of 1-3 revealed that effective edge-to-face interactions exist in the solid state. IR spectroelectrochemical results suggest that the dithia[3.3]metaparacyclophane bridging li-

show abstract

Section: Methodsmentioning

confidence: 99%

Synthesis and Characterization of Dithia[3.3]metaparacyclophane‐Bridged Dimetallic Ruthenium Acetylide Complexes

Xia

Meng

et al. 2013

Eur J Inorg Chem

View full text Add to dashboard Cite

show abstract

“…11), homologous to 77, were reported by Cavell and co-workers in 2005 [32]. Compounds 80a-c were prepared by nucleophilic subScheme 13.…”

Section: Thiophene-tethered Nhcsmentioning

confidence: 82%

“…Compared to other donor-functionalized NHCs, the usage of S-NHC complexes is in its infancy. Their versatility has however been demonstrated in catalytic transformations such as Suzuki-Miyaura [24][25][26][27][28][29], Mizoroki-Heck [30], Sonogashira [29], ethylene polymerization [31], aryl amination [32], hydrogenation [33,34], hydrosilylation [35,36], allylic substitution [37,38], asymmetric 1,3-cylcoaddition of imino glycinates [39], asymmetric 1,4 addition of ␥-keto esters [40] as well as the palladium-catalyzed 1,2-addition of aldehydes with boronic acids [41] and trifluoroborates [42]. The intent of this review is to provide a comprehensive review on sulfur-functionalized NHCs and their transition metal complexes by categorization according to sulfur functionalities.…”

Section: Introductionmentioning

confidence: 99%

Sulfur-functionalized N-heterocyclic carbenes and their transition metal complexes

Bierenstiel

Cross

2011

Coordination Chemistry Reviews

137

View full text Add to dashboard Cite

“…Thus, they bear potential in catalysis [5], fortheir optical properties [6][7][8], and as pharmaceuticals [9,10]. Bidentate amino-carbene ligands [11] often yield cyclic dinuclear metal complexes with interesting structural properties.…”

Section: Discussionmentioning

confidence: 99%

Crystal structure of bis-(1-(2-(diethylamino)ethyl)-3-methylimidazolin-2- ylidene) di-silver(I) bis-(triflimide), Ag2[C10H19N3]2[C2F6NO4S2]2, C24H38Ag2F12N8O8S4

Schottenberger

al.²

2012

Zeitschrift für Kristallographie - New Crystal Structures

View full text Add to dashboard Cite

Source of materialThet itle compound was synthesized by stirring 1-(2-(diethylamino)ethyl)-3-methylimidazolium triflimide [1] and silver oxide in methanol. After filtration, single crystals were grown from the solution at -20°C. Experimental detailsIn thepresent case,the asymmetric unit contains one half molecule of thed icationicA gc omplex andt wo half units of the triflimide anions. The two triflimide molecules are located near an inversion centre and are disordered in aw ay which is not consistent with the symmetry operation of the inversion. For the first anion, we have a1:1 disorder with split atom positions for O1, O2, F1, F2, F3 and O1A, O2A, F1A, F2A, F3A. The nitrogen atom N4 lies near an inversion centre (occupancy 0.5). The complete anion is generated in two ways: S1-C11-O1-O2-F1-F2-F3-N4 connected with the inverted coordinates of S1-C11-O1A-O2A-F1A-F2A-F3A, or S1-C11-O1A-O2A-F1A-F2A-F3A connected with the inverted coordinates of N4-S1-C11-O1-O2-F1-F2-F3. The second anion shows even more disorder: one identical to the first anion, the second due to additional splitting of the S-and C-positions. Thus, four positions are possible. The occupancies are 0.75 for S2 and C12; 0.5 for N5, O3, O4, F4, F5, and F6; and 0.25 for O3A, O4A, F4A, F5A, F6A, S3, C13, O5, O6, F7,F8, and F9. With the exception of S3, the atomsofthe minor component were refined isotropically. Cation and anions are shown separately for clarity. DiscussionSilver N-heterocyclic carbene (NHC) complexes have received much attention, and their chemistry has been reviewed [2-4].The silver compounds are particularly well-suited precursors for otherm etal NHC systemsb yt ransmetallation. Thus, they bear potential in catalysis [5], fortheir optical properties [6][7][8], and as pharmaceuticals [9,10]. Bidentate amino-carbene ligands [11] often yield cyclic dinuclear metal complexes with interesting structural properties. The central metal-ligand bonds C1-Ag1 and N3-Ag1 are 2.073 and 2.178 Ålong, respectively, and deviate only slightly from linearity with aC 1-Ag1-N3 angle of 172.6°. The N1-C1-N2 'carbene angle' of 104.7°in this silver complex is in line with that observed in other imidazolin-2-ylidene-metal complexes (mean value 104.0°from 4185 related structures in the CSD), which is significantly smaller than the typical value in imidazolium salts (mean value 108.7°from 1202 cations in the CSD). The triflimide was selected as aw eakly coordinating anion in order to lend lipophilic properties to the resulting salt. Nonetheless, the triflimide ions accept several weak hydrogen bonds from the Z. Kristallogr.

show abstract

Furan- and thiophene-functionalised bis-carbene ligands: Synthesis, silver(I) complexes, and catalysis

Cited by 25 publications

References 33 publications

Synthesis and Characterization of Dithia[3.3]metaparacyclophane‐Bridged Dimetallic Ruthenium Acetylide Complexes

Synthesis and Characterization of Dithia[3.3]metaparacyclophane‐Bridged Dimetallic Ruthenium Acetylide Complexes

Sulfur-functionalized N-heterocyclic carbenes and their transition metal complexes

Crystal structure of bis-(1-(2-(diethylamino)ethyl)-3-methylimidazolin-2- ylidene) di-silver(I) bis-(triflimide), Ag2[C10H19N3]2[C2F6NO4S2]2, C24H38Ag2F12N8O8S4

Contact Info

Product

Resources

About