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351.
Conformational Dependence of Through‐Space Tellurium–Tellurium Spin–Spin Coupling in Peri‐Substituted Bis(Tellurides) 下载免费PDF全文
Dr. Fergus R. Knight Dr. Louise M. Diamond Dr. Kasun S. Athukorala Arachchige Paula Sanz Camacho Rebecca A. M. Randall Prof. Sharon E. Ashbrook Prof. Michael Bühl Prof. Alexandra M. Z. Slawin Prof. J. Derek Woollins 《Chemistry (Weinheim an der Bergstrasse, Germany)》2015,21(9):3613-3627
Three related series of peri‐substituted bis(tellurides) bearing naphthalene, acenaphthene and acenaphthylene backbones (Nap/Acenap/Aceyl(TeY)2 (Nap=naphthalene‐1,8‐diyl N ; Acenap=acenaphthene‐5,6‐diyl A ; Aceyl=acenaphthylene‐5,6‐diyl Ay ; Y=Ph 1 ; Fp 2 ; Tol 3 ; An‐p 4 ; An‐o 5 ; Tp 6 ; Mes 7 ; Tip 8 ) have been synthesised and their solid‐state structures determined by X‐ray crystallography. Molecular conformations were classified as a function of the two C9‐C‐Te‐C(Y) dihedral angles (θ); in the solid all members adopt AB or CCt configurations, with larger Te(aryl) moieties exclusively imposing the CCt variant. Exceptionally large J(125Te,125Te) spin–spin coupling constants between 3289–3848 Hz were obtained for compounds substituted by bulky Te(aryl) groups, implying these species are locked in a CCt‐type conformation. In contrast, compounds incorporating smaller Te(aryl) moieties are predicted to be rather dynamic in solution and afford much smaller J values (2050–2676 Hz), characteristic of greater populations of AB conformers with lower couplings. This conformational dependence of through‐space coupling is supported by DFT calculations. 相似文献
352.
Dr. David B. Cordes Prof. Alexandra M. Z. Slawin Prof. Dr. Steven P. Nolan 《Chemistry (Weinheim an der Bergstrasse, Germany)》2015,21(10):3906-3909
A general methodology for the α‐arylation of ketones using a nickel catalyst has been developed. The new well‐defined [Ni(IPr*)(cin)Cl] ( 1 c ) pre‐catalyst showed great efficiency for this transformation, allowing the coupling of a wide range of ketones, including acetophenone derivatives, with various functionalised aryl chlorides. This cinnamyl‐based Ni–N‐heterocyclic carbene (NHC) complex has demonstrated a different behaviour to previously reported NHC‐Ni catalysts. Preliminary mechanistic studies suggest a Ni0/NiII catalytic cycle to be at play. 相似文献
353.
Danila Gasperini Dr. Alba Collado Dr. Adrián Goméz‐Suárez Dr. David B. Cordes Prof. Dr. Alexandra M. Z. Slawin Prof. Dr. Steven P. Nolan 《Chemistry (Weinheim an der Bergstrasse, Germany)》2015,21(14):5403-5412
A new synthetic strategy was devised leading to the formation of complexes, such as [Au(IPr)(CH2COCH3)]. The approach capitalizes on the formation of a decomposition product observed in the course of the synthesis of [Au(IPr)(Cl)]. A library of gold acetonyl complexes containing the most common N‐heterocyclic carbene (NHC) ligands has been synthesized. These acetonyl complexes are good synthons for the preparation of numerous organogold complexes. Moreover, they have proven to be precatalysts in common gold(I)‐catalyzed reactions. 相似文献
354.
Guoxiong HuaDavid B. Cordes Yang LiAlexandra M.Z. Slawin J. Derek Woollins 《Tetrahedron letters》2011,52(26):3311-3314
2,4-Bis(phenyl)-1,3-diselenadiphosphetane-2,4-diselenide (Woollins’ reagent) reacts with benzoic hydrazides in refluxing toluene to give new symmetrical spiro heterocycles in 48-76% isolated yields. However, under identical conditions, treating Woollins’ reagent with thiophene-2-carbohydrazide leads to an additional product, 1,3,4-selenadiazole (27% yield) together with the spiro phosphorus heterocycle in 44% yield. Three representative X-ray structures are reported. 相似文献
355.
356.
Elizabeth S. Munday Markas A. Grove Taisiia Feoktistova Alexander C. Brueckner Daniel M. Walden Claire M. Young Alexandra M. Z. Slawin Andrew D. Campbell Paul Ha‐Yeon Cheong Andrew D. Smith 《Angewandte Chemie (International ed. in English)》2020,59(20):7897-7905
Axially chiral phenols are attractive targets in organic synthesis. This motif is central to many natural products and widely used as precursors to, or directly, as chiral ligands and catalysts. Despite their utility few simple catalytic methods are available for their synthesis in high enantiopurity. Herein the atropselective acylation of a range of symmetric biaryl diols is investigated using isothiourea catalysis. Studies on a model biaryl diol substrate shows that the high product er observed in the process is a result of two successive enantioselective reactions consisting of an initial enantioselective desymmetrization coupled with a second chiroablative kinetic resolution. Extension of this process to a range of substrates, including a challenging tetraorthosubstituted biaryl diol, led to highly enantioenriched products (14 examples, up to 98:2 er), with either HyperBTM or BTM identified as the optimal catalyst depending upon the substitution pattern within the substrate. Computation has been used to understand the factors that lead to high enantiocontrol in this process, with maintenance of planarity to maximize a 1,5‐S???O interaction within the key acyl ammonium intermediate identified as the major feature that determines atropselective acylation and thus product enantioselectivity. 相似文献
357.
Enantioselective NHC‐Catalyzed Redox [2+2] Cycloadditions with Perfluoroketones: A Route to Fluorinated Oxetanes 下载免费PDF全文
Alyn T. Davies Prof. Alexandra M. Z. Slawin Prof. Andrew D. Smith 《Chemistry (Weinheim an der Bergstrasse, Germany)》2015,21(52):18944-18948
The N‐heterocyclic carbene (NHC) catalyzed redox formal [2+2] cycloaddition between α‐aroyloxyaldehydes and perfluoroketones, followed by ring‐opening in situ delivers a variety of perfluorinated β‐hydroxycarbonyl compounds in good yield, and excellent diastereo‐ and enantioselectivity. Through a reductive work‐up and subsequent cyclization, this protocol offers access to highly substituted fluorinated oxetanes in two steps and in high ee. 相似文献
358.
Wilton-Ely JD Honarkhah SJ Wang M Tocher DA Slawin AM 《Dalton transactions (Cambridge, England : 2003)》2005,(11):1930-1939
A series of vinyl, aryl, acetylide and silyl complexes [Ru(R)(kappa2-MI)(CO)(PPh3)2] (R = CH=CH2, CH=CHPh, CH=CHC6H4CH3-4, CH=CH(t)Bu, CH=2OH, C(C triple bond CPh)=CHPh, C6H5, C triple bond CPh, SiMe2OEt; MI = 1-methylimidazole-2-thiolate) were prepared from either [Ru(R)Cl(CO)(PPh3)2] or [Ru(R)Cl(CO)(BTD)(PPh3)2](BTD = 2,1,3-benzothiadiazole) by reaction with the nitrogen-sulfur mixed-donor ligand, 1-methyl-2-mercaptoimidazole (HMI), in the presence of base. In the same manner, [Os(CH=CHPh)(kappa2-MI)(CO)(PPh3)2] was prepared from [Os(CH=CHPh)(CO)Cl(BTD)(PPh3)2]. The in situ hydroruthenation of 1-ethynylcyclohexan-1-ol by [RuH(CO)Cl(BTD)(PPh3)2] and subsequent addition of the HMI ligand and excess sodium methoxide yielded the dehydrated 1,3-dienyl complex [Ru(CH=CHC6H9)(kappa2-MI)(CO)(PPh3)2]. Dehydration of the complex [Ru(CH=CHCPh2OH)(kappa2-MI)(CO)(PPh3)2] with HBF4 yielded the vinyl carbene [Ru(=CHCH=CPh2)(kappa2-MI)(CO)(PPh3)2]BF4. The hydride complexes [MH(kappa2-MI)(CO)(PPh3)2](M = Ru, Os) were obtained from the reaction of HMI and KOH with [RuHCl(CO)(PPh3)3] and [OsHCl(CO)(BTD)(PPh3)2], respectively. Reaction of [Ru(CH=CHC6H4CH3-4)(kappa2-MI)(CO)(PPh3)2] with excess HC triple bond CPh leads to isolation of the acetylide complex [Ru(C triple bond CPh)(kappa2-MI)(CO)(PPh3)2], which is also accessible by direct reaction of [Ru(C triple bond CPh)Cl(CO)(BTD)(PPh3)2] with 1-methyl-2-mercaptoimidazole and NaOMe. The thiocarbonyl complex [Ru(CPh = CHPh)Cl(CS)(PPh3)2] reacted with HMI and NaOMe without migration to yield [Ru(CPh= CHPh)(kappa2-MI)(CS)(PPh3)2], while treatment of [Ru(CH=CHPh)Cl(CO)2(PPh3)2] with HMI yielded the monodentate acyl product [Ru{eta(1)-C(=O)CH=CHPh}(kappa2-MI)(CO)(PPh3)2]. The single-crystal X-ray structures of five complexes bearing vinyl, aryl, acetylide and dienyl functionality are reported. 相似文献
359.
Elizabeth S. Munday Markas A. Grove Taisiia Feoktistova Alexander C. Brueckner Daniel M. Walden Dr. Claire M. Young Prof. Alexandra M. Z. Slawin Dr. Andrew D. Campbell Prof. Paul Ha-Yeon Cheong Prof. Andrew D. Smith 《Angewandte Chemie (Weinheim an der Bergstrasse, Germany)》2020,132(20):7971-7979
Axially chiral phenols are attractive targets in organic synthesis. This motif is central to many natural products and widely used as precursors to, or directly, as chiral ligands and catalysts. Despite their utility few simple catalytic methods are available for their synthesis in high enantiopurity. Herein the atropselective acylation of a range of symmetric biaryl diols is investigated using isothiourea catalysis. Studies on a model biaryl diol substrate shows that the high product er observed in the process is a result of two successive enantioselective reactions consisting of an initial enantioselective desymmetrization coupled with a second chiroablative kinetic resolution. Extension of this process to a range of substrates, including a challenging tetraorthosubstituted biaryl diol, led to highly enantioenriched products (14 examples, up to 98:2 er), with either HyperBTM or BTM identified as the optimal catalyst depending upon the substitution pattern within the substrate. Computation has been used to understand the factors that lead to high enantiocontrol in this process, with maintenance of planarity to maximize a 1,5-S⋅⋅⋅O interaction within the key acyl ammonium intermediate identified as the major feature that determines atropselective acylation and thus product enantioselectivity. 相似文献
360.
David W. Aldous Alexandra M. Z. Slawin Philip Lightfoot 《Acta Crystallographica. Section C, Structural Chemistry》2010,66(5):m130-m132
The title compound, {(C12H12N2)[V2F6O2(H2O)2]}n, features a novel extended‐chain moiety, [VOF2F2/2(H2O)]n, comprising trans vertex‐connected VOF4(H2O) octahedra. The octahedra themselves show the characteristic distortion due to the off‐centring of the V4+ ion, such that a short terminal V=O bond and an elongated trans V—OH2 bond are present. Hydrogen bonding from the water molecules to terminal F atoms in adjacent chains generates associated chain dimers, which are loosely linked into sheets via additional hydrogen bonding involving the organic moieties. Structural relationships with previously described vanadium oxyfluoride species are briefly discussed. 相似文献