Category: 22693-41-0

Ruhlandt-Senge, Karin published the artcileSynthesis and Structural Characterization of Lithium Thiolates: Dependence of Association and Aggregation on Donor Hapticity and Ligand Size and Synthesis of the First Trimeric Lithium Thiolate [Li(THF)SR]₃ and the Solvent-Separated Ion Pair [Li(12-crown-4)₂][SR] (R = 2,4,6-tBu₃C₆H₂), SDS of cas: 22693-41-0, the publication is Inorganic Chemistry (1996), 35(20), 5820-5827, database is CAplus.

The synthesis and structural characterization of several Li thiolates are reported. Formation of discrete species can be achieved by careful variation of ligand size and donor hapticity, as exemplified by the monomeric formulation of Li(PMDTA)STrityl (PMDTA = N,N,N’,N”,N”-pentamethyldiethylenetriamine, Trityl = CPh₃), 1, and Li(PMDTA)STrip, 2 (Trip = 2,4,6-iPr₃C₆H₂), vs. dimeric [Li(THF)₂STrityl]₂, 3, and [Li(TMEDA)STrip]₂, 4 (TMEDA = N,N,N’,N’-tetramethylethylenediamine). By control of the stoichiometry of the donor, the 1st trimeric Li thiolate [Li(THF)SMes^*]₃, 5 (Mes^* = 2,4,6-tBu₃C₆H₂), exhibiting a six-membered ring system and rare three-coordinate Li centers, becomes available. In contrast, use of a crown ether gives the monomeric contact ion pair Li(12-crown-4)STrityl, 6, while employing the cumbersome -SMes^* ligand allows for the isolation of the 1st solvent-separated Li thiolate [Li(12-crown-4)₂][SMes^*], 7. All compounds were prepared by reacting the resp. thiols with BuLi in the presence of various donor adjuncts. The target mols. were characterized using ¹H NMR and IR spectroscopy and m.p. criteria. Crystal structure anal. was employed to determine solid state structures. Crystal data are as follows. 1: Cu K¦Á (¦Ë = 1.54178 ?) at 130 K, a 12.152(3), b 15.260(3), c 14.764(5) ?, ¦Â 106.90(2)¡ã, V = 2619.6(12) ?³, Z = 4, monoclinic, space group P2₁/c, 2526 reflections (I > 2¦Ò(I)), R = 0.064. 2: Cu K¦Á (¦Ë = 1.54178 ?) at 228 K, a 15.805(7), b 9.206(4), c 18.923(7) ?, ¦Â 99.74(3)¡ã, V = 2714(2) ?³, Z = 4, monoclinic, space group P2₁/n, 2047 reflections (I > 2¦Ò(I)), R = 0.085. 3: Mo K¦Á (¦Ë = 0.710 73 ?) at 213 K, a 13.141(3), b 12.381(2), c 14.664(3) ?, ¦Â 94.84(3)¡ã, V = 2377.3(8) ?³, Z = 2, monoclinic, space group P2₁/n, 2622 reflections (I > 2¦Ò(I)), R = 0.052. 4: Cu K¦Á (¦Ë = 1.541 ?) at 130 K, a 18.906(4), b 9.516(2), c 25.617(5) ?, ¦Â 92.75(3)¡ã, V = 4603(2) ?³, Z = 4, monoclinic, space group I2/a, 2390 reflections (I > 2¦Ò(I)), R = 0.067. 5: Mo K¦Á (¦Ë = 0.710 73 ?) at 213 K, a 9.991(2), b 17.934(4), c 20.314(4) ?, ¦Á 83.36(3), ¦Â 76.74(3), ¦Ã 76.72(3)¡ã, V = 3440.4(12) ?³, Z = 2, triclinic, space group P1, 6397 reflections (I > 2.5¦Ò(I)), R = 0.063. 6: Mo K¦Á (¦Ë = 0.71073 ?) at 213 K, a 10.542(2), b 12.821(3), c 18.729(4) ?, ¦Â 102.22(3)¡ã, V = 2474.0(9) ?³, Z = 4, monoclinic, space group P2₁/c, 4206 reflections (I > 2¦Ò(I)), R = 0.086. 7: Mo K¦Á (¦Ë = 0.71073 ?) at 213 K, a 10.134(2), b 19.800(4), c 18.423(4) ?, ¦Â 93.15(3)¡ã, V = 3691.0(13) ?³, Z = 4, monoclinic, space group P2₁/n, 4088 reflections (I > 2¦Ò(I)), R = 0.092.

Inorganic Chemistry published new progress about 22693-41-0. 22693-41-0 belongs to catalysis-chemistry, auxiliary class Other Functionalization Reagent, name is 2,4,6-Triisopropylbenzenethiol, and the molecular formula is C15H24S, SDS of cas: 22693-41-0.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Blower, Philip J. published the artcileComplexes of molybdenum(II) and -(IV) and tungsten(II) with sterically hindered thiolate ligands. Synthesis, reactivity, and x-ray crystal structures of tetraphenylphosphonium dicarbonyltris(2,4,6-triisopropylbenzenethiolato)molybdenum(II) and (methyl cyanide)(phenyldiazenido)tris(2,4,6-triisopropylbenzenethiolato)molybdenum(IV), Recommanded Product: 2,4,6-Triisopropylbenzenethiol, the publication is Journal of the Chemical Society, Dalton Transactions: Inorganic Chemistry (1972-1999) (1985), 2639-45, database is CAplus.

Reaction of [MBr₂(CO)₄] (M = Mo, W) reacted with SR^– to give [M(SR)₃(CO)₂]^– [R = C₆H₂(CHMe₂)₃-2,4,6, C₆H₃(CHMe₂)₂-2,6, C₆H₂Br(CHMe₂)₂-4,2,6, C₆H₂Me₃-2,4,5, C₆F₅], isolated as their [PPh₄]⁺ salts (I). I reacted with CO to give [PPh₄][M(SR)₃(CO)₃]. Reaction of I [R = C₆H₂(CHMe₂)₃-2,4,6] (II) with neutral donors gave [PPh₄][Mo[SC₆H₂(CHMe₂)₃-2,4,6]₃(CO)L] (L = MeCN, Me₃CCN, PMe₂Ph, Me₃CNC) and with [N₂Ph][BF₄] in MeCN to give [Mo(NNPh)[SC₆H₂(CHMe₂)₃-2,4,6]₃(NCMe)] (III). The structures of II and III were determined by x-ray crystallog.; results were refined to R values of 0.0755 and 0.075 for 2939 and 1172 reflections, resp., for II and III, resp. The anions in II and III have trigonal-bipyramidal structures with axial coligands.

Journal of the Chemical Society, Dalton Transactions: Inorganic Chemistry (1972-1999) published new progress about 22693-41-0. 22693-41-0 belongs to catalysis-chemistry, auxiliary class Other Functionalization Reagent, name is 2,4,6-Triisopropylbenzenethiol, and the molecular formula is C15H24S, Recommanded Product: 2,4,6-Triisopropylbenzenethiol.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Roos, Casey B. published the artcileEnantioselective Hydroamination of Alkenes with Sulfonamides Enabled by Proton-Coupled Electron Transfer, Recommanded Product: 2,4,6-Triisopropylbenzenethiol, the publication is Journal of the American Chemical Society (2020), 142(13), 5974-5979, database is CAplus and MEDLINE.

An enantioselective, radical-based method for the intramol. hydroamination of alkenes with sulfonamides to afford pyrrolidines I [R¹ = Ph, 2-thienyl, 2,4,6-tri-MeC₆H₂, etc.; R² = H, Me; R³ = Me, t-Bu, CH₂CH₂CH=CMe₂; R²R³ = (CH₂)₂, (CH₂)₅, CH₂CH₂NBocCH₂CH₂] was reported. These reactions were proposed to proceed via N-centered radicals formed by proton-coupled electron transfer (PCET) activation of sulfonamide N-H bonds. Noncovalent interactions between the neutral sulfonamidyl radical and a chiral phosphoric acid generated in the PCET event were hypothesized to serve as the basis for asym. induction in a subsequent C-N bond forming step, achieving selectivities of up to 98:2 er. These results offer further supported for the ability of noncovalent interactions to enforce stereoselectivity in reactions of transient and highly reactive open-shell intermediates.

Journal of the American Chemical Society published new progress about 22693-41-0. 22693-41-0 belongs to catalysis-chemistry, auxiliary class Other Functionalization Reagent, name is 2,4,6-Triisopropylbenzenethiol, and the molecular formula is C15H24S, Recommanded Product: 2,4,6-Triisopropylbenzenethiol.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Chattopadhyay, Swarup published the artcileSteric Titration of Arylthiolate Coordination Modes at Pseudotetrahedral Nickel(II) Centers, Synthetic Route of 22693-41-0, the publication is Inorganic Chemistry (2010), 49(2), 457-467, database is CAplus and MEDLINE.

Several derivatives of the pseudotetrahedral phenylthiolate complex Tp^Me,MeNi-SPh (1), Tp^Me,Me- = hydrotris(3,5-dimethyl-1-pyrazolyl)borate, were prepared incorporating substituted arylthiolates, including ortho-substituted ligands Tp^Me,MeNi-SR (R = 2,6-Me₂C₆H₃, 2; 2,4,6-Me₃C₆H₂, 3; 2,4,6- ⁱPr₃C₆H₂, 4; and 2,6-Ph₂C₆H₃, 5) and para-substituted complexes (R = C₆H₄-4-OMe, 6; C₆H₄-4-Me, 7; and C₆H₄-4-Cl, 8). The products were characterized by ¹H NMR and UV-visible spectroscopy. Spectra of 6–8 were consistent with retention of a common structure across the para-substituted series with modest perturbation of the spectral features of 1 assisting their assignment. In contrast, spectra of 2–5 were indicative of a significant change in configuration across the ortho-disubstituted series. The structure of 5 was determined by x-ray crystallog. and a distinctive arylthiolate ligation mode was found, in which the N₃S ligand field was significantly distorted toward a sawhorse, compared to a more common trigonal pyramidal shape (e.g., 1). Also, the arylthiolate substituent rotated from a vertical orientation co-directional with the pyrazole rings and disposed between two of them in 1, to a horizontal orientation perpendicular to and over a single pyrazole ring in 5. This reorientation is necessary to accommodate the large ortho substituents of 5. The divergent Ni-S coordination modes result in distinct ¹H NMR and electronic spectra that were rationalized by d. functional theory (DFT) and time-dependent DFT (TD-DFT) calculations These results demonstrate rich coordination chem. for arylthiolates that can be elicited by steric manipulation at the periphery of pseudotetrahedral ligand fields.

Inorganic Chemistry published new progress about 22693-41-0. 22693-41-0 belongs to catalysis-chemistry, auxiliary class Other Functionalization Reagent, name is 2,4,6-Triisopropylbenzenethiol, and the molecular formula is C15H24S, Synthetic Route of 22693-41-0.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Zhu, Jing published the artcileRadical Hydrosilylation of Alkynes Catalyzed by Eosin Y and Thiol under Visible Light Irradiation, Related Products of catalysis-chemistry, the publication is Organic Letters (2018), 20(11), 3174-3178, database is CAplus and MEDLINE.

A visible light-promoted hydrosilylation of alkynes was explored and achieved using 1 mol % organic dye Eosin Y as the photocatalyst and a catalytic amount of thiol as the radical quencher. The corresponding alkenylsilanes were provided with high regio- and stereoselectivites in the reactions of various terminal and internal alkynes. The reaction is preferentially initiated by a single electron transfer process, and a photoredox pathway is suggested.

Organic Letters published new progress about 22693-41-0. 22693-41-0 belongs to catalysis-chemistry, auxiliary class Other Functionalization Reagent, name is 2,4,6-Triisopropylbenzenethiol, and the molecular formula is C7H5ClN2S, Related Products of catalysis-chemistry.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Bishop, Peter T. published the artcileSubstituent dependence of the reactions of [RuCl₂(PPh₃)₃] with bulky aromatic thiols, SDS of cas: 22693-41-0, the publication is Dalton Transactions (2006), 1267-1270, database is CAplus and MEDLINE.

2,4,6-Trialkylbenzenethiols (alkyl = Me (tmt), Et (tet), Prⁱ (tipt)) react with [RuCl₂(PPh₃)₃] to give Ru products with the alkyl substituents forming M-C ¦Ò bonds, carbene, carbene with a S ¦Á-heteroatom, agostic H interaction or a simple tetrahedral Ru(II) species, depending on the substituent. Thus, the preparation and crystal structure of [Ru(SC₆H₂Me₂CH₂)(tmt)₂(PPh₃)] (1), [Ru(SC₆H₂Me₂CH)(tmt)(PPh₃)₂] (2), [Ru(SC₆H₂Me₂CSC₆H₂Me₃)(tmt)(PPh₃)₂] (3), [Ru(tet)₃(PPh₃)] (4) and [Ru(tipt)₂(PPh₃)₂] (5) are reported.

Dalton Transactions published new progress about 22693-41-0. 22693-41-0 belongs to catalysis-chemistry, auxiliary class Other Functionalization Reagent, name is 2,4,6-Triisopropylbenzenethiol, and the molecular formula is C15H24S, SDS of cas: 22693-41-0.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Englich, Ulrich published the artcileSodium and Potassium Triisopropylbenzenethiolates: Influence on Solid-State Structure by Metal and Donor, Formula: C15H24S, the publication is Inorganic Chemistry (1998), 37(2), 283-293, database is CAplus.

The synthesis and characterization of a family of Na and K thiolates [MSTrip]_¡Þ (M = Na, K; HSTrip = 2,4,6-triisopropybenzenethiol, n = 1-¡Þ) is described. [Na(PMDTA)STrip]₂, 1 (PMDTA = N,N,N’,N”,N”-pentamethyldiethylenetriamine), [(NaSTrip)₂(Na(Et₂O)STrip)₄]¡¤0.5solvent, 2, [Na(TMEDA)STrip]_¡Þ, 3 (TMEDA = N,N,N’,N’-tetramethylethylenediamine), [Na(THF)STrip]_n, 4 (n = 6 or ¡Þ), [K(dibenzo-18-crown-6)(THF)STrip]¡¤THF, 5, [(KSTrip)₂(K(THF)STrip)₂(K(THF)₂STrip)₂], 6, [K(THF)STrip]_¡Þ, 7, [(K(THF)STrip)₂(K(TMEDA)STrip)₂(KSTrip)₂]¡¤THF, 8, and [K(PMDTA)STrip]_¡Þ, 9, were synthesized by treatment of HSTrip with NaH or KH along with the addition of various donors. The target mols. were characterized by IR, ¹H NMR, and depending on solubility, ¹³C NMR spectroscopy and m.p. Compounds 1–3 and 5–9 were also characterized by single-crystal x-ray crystallog. Anal. of structural data clearly indicates that the structural chem. of the target mols. can be influenced by donor choice, as exemplified by the large structural diversity observed in the target mols.: the use of a crown ether gave the monomeric species 5, whereas the use of a monodentate donor, such as THF, gave the ladder-type polymer 7 or the discrete hexameric compounds 2 and 6. Addition of the bidentate donor TMEDA to a solution of [NaSTrip]_¡Þ gave the 1-dimensional zigzag polymer 3, whereas use of the tridentate donor PMDTA gave the dimer 1. Changing from Na to K and use of the tridentate donor PMDTA yielded the 1-dimensional zigzag polymer 9, while employment of a mixture of mono- and bidentate donors (THF and TMEDA) resulted in the asym. coordinate hexamer 8. Crystal data with Mo K¦Á (¦Ë = 0.710 73 ?) at 150 K are as follows: 1, a 13.2300(1), b 10.6176(1), c 19.6262(3) ?, ¦Â 100.449(1)¡ã, V = 2711.19(5) ?³, Z = 4, monoclinic, space group P2₁/n, 6309 independent reflections, R1 (all data) = 0.1004; 2, a 14.4178(3), b 17.6498(4), c 26.2052(6) ?, ¦Á 89.847(1), ¦Â 77.475(1), ¦Ã 70.189(1)¡ã, V = 6106.3(2) ?³, Z = 2, triclinic, space group P1, 25,722 independent reflections, R1 (all data) = 0.1311; 3, a 9.2702(1), b 20.1017(2), c 25.9256(4) ?, V = 4831.15(10) ?³, Z = 8, orthorhombic, space group Pbca, 5032 independent reflections, R1 (all data) = 0.1125; 5, a 14.196(3), b 15.429(3), c 22.562(5) ?, ¦Á 101.92(2), ¦Â 97.31(3), ¦Ã 114.19(3)¡ã?, V = 4313(2) ?³, Z = 4, triclinic, space group P1, 6592 (I > 2¦Ò(I)) data, R = 0.074; 6, a 15.071(3), b 25.301(5) ?, c 17.866(4) ?, ¦Â 113.01(3)¡ã, V = 6270(3) ?³, Z = 2, monoclinic, space group P2₁/n, 2332 (I > 2¦Ò(I)) data, R = 0.103; 7, a 11.9079(2), b 14.7672(2), c 24.0448(1) ?, ¦Â 98.220(1)¡ã, Z = 4, monoclinic, space group P2₁/c, 9693 independent reflections, R1 (all data) = 0.1324; 8, a 18.324(4), b 14.323(3), c 26.300(5) ?, ¦Â 106.39(3)¡ã, Z = 2, monoclinic, space group P2₁/c, 4511 (I >3¦Ò(I)) data, R = 0.105; 9, a 10.4903(2), b 20.1551(5), c 26.4295(4) ?, Z = 8, orthorhombic.

Inorganic Chemistry published new progress about 22693-41-0. 22693-41-0 belongs to catalysis-chemistry, auxiliary class Other Functionalization Reagent, name is 2,4,6-Triisopropylbenzenethiol, and the molecular formula is C15H24S, Formula: C15H24S.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Capaccio, V. published the artcileOrganocatalytic Heterocyclization Driven by Dynamic Kinetic Resolution: Enantioselective Access to Multi-heteroatomic Cyclic Structures Mediated by Cinchona Alkaloid-based Catalysts, COA of Formula: C15H24S, the publication is Advanced Synthesis & Catalysis (2017), 359(16), 2874-2880, database is CAplus.

A new class of multi-heteroat. cyclic compounds containing N, S and O I (R = C₆H₅, 2-H₃CC₆H₄, c-hexyl, etc.) has been achieved in an enantioselective fashion via desymmetrization of 2-cyano-N-tosylbenzylidenimine with thiols and subsequent catalytic dynamic kinetic resolution (DKR). Both organo- and phase transfer catalysis based on cinchona alkaloids having two H-bonding coordination sites proved to be effective to furnish very good level of enantioselectivity (up to 95:5 er) in the heterocyclization of racemic N-Tosyl-protected N,S-acetals deriving from 2-formyl benzonitriles.

Advanced Synthesis & Catalysis published new progress about 22693-41-0. 22693-41-0 belongs to catalysis-chemistry, auxiliary class Other Functionalization Reagent, name is 2,4,6-Triisopropylbenzenethiol, and the molecular formula is C15H24S, COA of Formula: C15H24S.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Molander, Gary A. published the artcileSynthesis and Application of Chiral Cyclopropane-Based Ligands in Palladium-Catalyzed Allylic Alkylation, Safety of 2,4,6-Triisopropylbenzenethiol, the publication is Journal of Organic Chemistry (2004), 69(23), 8062-8069, database is CAplus and MEDLINE.

A series of chiral, cyclopropane-based phosphorus/sulfur ligands have been synthesized and evaluated in the palladium-catalyzed allylic alkylation of 1,3-diphenylpropenyl acetate with di-Me malonate. Variation of the ligand substituents at phosphorus, sulfur, and the carbon backbone revealed [2-[(1R)-1-(methylthio)ethyl]cyclopropyl]diphenylphosphine (I) to have the optimal configuration for this reaction, giving the product in high yield and with good enantioselectivity (93%). A model for the observed enantioselectivity is discussed within the context of existing models, using X-ray crystallog. data, solution-phase NMR studies, and the absolute stereochem. of the products. Selected ligands were also evaluated in the palladium-catalyzed intermol. Heck reaction and the rhodium-catalyzed hydrogenation of a dehydroamino acid.

Journal of Organic Chemistry published new progress about 22693-41-0. 22693-41-0 belongs to catalysis-chemistry, auxiliary class Other Functionalization Reagent, name is 2,4,6-Triisopropylbenzenethiol, and the molecular formula is C15H24S, Safety of 2,4,6-Triisopropylbenzenethiol.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Daugulis, Olafs published the artcilePhosphinidine-Palladium Complexes for the Polymerization and Oligomerization of Ethylene, Application of 2,4,6-Triisopropylbenzenethiol, the publication is Organometallics (2002), 21(26), 5935-5943, database is CAplus.

Several cationic palladium complexes containing bulky phosphinidine-imine, phosphinidine-sulfide, and imine-sulfide ligands have been prepared These complexes catalyze the oligomerization and polymerization of ethylene with moderate to high rates (for palladium catalysts) and display higher stability compared to diimine-palladium systems. Thus, reaction of (cod)PdMeCl with [(2,6-(i-Pr)₂C₆H₃)N:C(Ph)C(Me):PMes^*] (Mes^* = 2,4,6-tri-tert-butylphenyl, preparation given) gave palladium complex which on treatment with NaB(Ar_F)₄ (Ar_F = 3,5-C₆H₃(CF₃)₂) in MeCN gave phosphinidine-imine palladium complex, [((2,6-(i-Pr)₂C₆H₃)N:C(Ph)C(Me):PMes^*)Pd(NCMe)Me]⁺B(Ar_F)₄^– (crystal structure), as ethylene polymerization catalyst.

Organometallics published new progress about 22693-41-0. 22693-41-0 belongs to catalysis-chemistry, auxiliary class Other Functionalization Reagent, name is 2,4,6-Triisopropylbenzenethiol, and the molecular formula is C15H24S, Application of 2,4,6-Triisopropylbenzenethiol.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia