Category: 22693-41-0

Chinn, Alex J. published the artcilePhosphine/Photoredox Catalyzed Anti-Markovnikov Hydroamination of Olefins with Primary Sulfonamides via ¦Á-Scission from Phosphoranyl Radicals, Recommanded Product: 2,4,6-Triisopropylbenzenethiol, the publication is Journal of the American Chemical Society (2021), 143(43), 18331-18338, database is CAplus and MEDLINE.

A dual phosphine and photoredox catalytic system that enables direct formation of sulfonamidyl radicals from primary sulfonamides RSO₂NH₂ (R = 4-tert-butylphenyl, Me, cyclopropyl, thiophen-2-yl, etc.) was reported. Mechanistic investigations support that the N-centered radical is generated via ¦Á-scission of the P-N bond of a phosphoranyl radical intermediate, formed by sulfonamide nucleophilic addition to a phosphine radical cation. As compared to the recently well-explored ¦Â-scission chem. of phosphoranyl radicals, this strategy is applicable to activation of N-based nucleophiles and is catalytic in phosphine. The application of this activation strategy to an intermol. anti-Markovnikov hydroamination of unactivated olefins (such as cyclohexene, hex-1-ene, styrene, etc.) with primary sulfonamides RSO₂NH₂ is highlighted. A range of structurally diverse secondary sulfonamides [such as 4-(tert-butyl)-N-hexylbenzenesulfonamide, 4-(tert-butyl)-N-(3-phenylpropyl)benzenesulfonamide, 2-chloro-N-cyclohexylbenzenesulfonamide, etc.] can be prepared in good to excellent yields under mild conditions.

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

Onuska, Nicholas P. R. published the artcileAnti-Markovnikov Hydroazidation of Activated Olefins via Organic Photoredox Catalysis, Synthetic Route of 22693-41-0, the publication is Synlett (2020), 31(1), 55-59, database is CAplus and MEDLINE.

Herein was disclosed a method for the anti-Markovnikov hydroazidation of activated olefins, catalyzed by an organic acridinium salt under irradiation from blue LEDs to afford (azidoalkyl)arenes such as ArCH(R)CH(R¹)N₃ [R = H, Me, Ph; R¹ = H, Me, CH₂OTBS, etc.; Ar = Ph, 2-thienyl, 2-naphthyl, etc.]. This method was applicable to a variety of substituted and terminal styrenes and several vinyl ethers, yielding synthetically versatile hydroazidation products in moderate to excellent yield.

Synlett 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

Truong, Ngoc published the artcileDirect carbon-carbon bond formation via reductive soft enolization: a syn-selective Mannich addition of ¦Á-iodo thioesters, Category: catalysis-chemistry, the publication is Organic & Biomolecular Chemistry (2016), 14(33), 7864-7868, database is CAplus and MEDLINE.

The ¦Â-amino carboxylic acid moiety is a key feature of numerous important biol. active compounds We describe a syn-selective direct Mannich addition reaction that uses ¦Á-iodo thioesters and sulfonyl imines and produces ¦Â-amino thioesters. Enolate formation is achieved by reductive soft enolization. The products of the reaction provide straightforward access to biol. important ¦Â-lactams through a variety of known reactions.

Organic & Biomolecular 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 C7H10O4, Category: catalysis-chemistry.

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

Royer, Aaron M. published the artcileIron acyl thiolato carbonyls: structural models for the active site of the [Fe]-hydrogenase (Hmd), Product Details of C15H24S, the publication is Journal of the American Chemical Society (2010), 132(47), 16997-17003, database is CAplus and MEDLINE.

Phosphine-modified thioester derivatives are shown to serve as efficient precursors to phosphine-stabilized ferrous acyl thiolato carbonyls, which replicate key structural features of the active site of the hydrogenase Hmd. The reaction of Ph₂PC₆H₄C(O)SPh and sources of Fe(0) generates both Fe(SPh)(Ph₂PC₆H₄CO)(CO)₃ (1) and the diferrous diacyl Fe₂(SPh)₂(CO)₃(Ph₂PC₆H₄CO)₂, which carbonylates to give 1. For the extremely bulky arylthioester Ph₂PC₆H₄C(O)SC₆H₃-2,6-(2,4,6-trimethylphenyl)₂, oxidative addition is arrested and the Fe(0) adduct of the phosphine is obtained. Complex 1 reacts with cyanide to give Et₄N[Fe(SPh)(Ph₂PC₆H₄CO)(CN)(CO)₂] (Et₄N[2]). NMR ¹³C and ³¹P NMR spectra indicate that substitution is stereospecific and cis to P. The IR spectrum of [2]^– in ¦Í_CN and ¦Í_CO regions very closely matches that for Hmd^CN. XANES and EXAFS measurements also indicate close structural and electronic similarity of Et₄N[2] to the active site of wild-type Hmd. Complex 1 also stereospecifically forms a derivative with TsCH₂NC, but the adduct is more labile than Et₄N[2]. Tricarbonyl 1 was found to reversibly protonate to give a thermally labile derivative, IR measurements of which indicate that the acyl and thiolate ligands are probably not protonated in Hmd.

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, Product Details of C15H24S.

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

Alomari, Khadra published the artcileEnantioselective ”clip-cycle” synthesis of di-, tri- and spiro-substituted tetrahydropyrans, Computed Properties of 22693-41-0, the publication is Organic & Biomolecular Chemistry (2022), 20(6), 1181-1185, database is CAplus and MEDLINE.

The ¦Ø-unsaturated alcs. e.g., C(Me)₂(OH)(CH₂)₃CHCH₂ were ‘clipped’ via alkene e.g., 1-[(2,4,6-trimethylphenyl)sulfanyl]prop-2-en-1-one metathesis to a thioester activating group, which was followed by a chiral phosphoric acid catalyzed intramol. oxa-Michael cyclization to yield tetrahydropyrans/spiro-tetrahydropyrans e.g., I with excellent enantioselectivity. The mechanism and origin of the enantioselectivity were probed by DFT calculations and kinetic isotope studies, where there was excellent correlation between the computational and synthetic investigations.

Organic & Biomolecular 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, Computed Properties of 22693-41-0.

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

Wehmschulte, Rudolf J. published the artcileSynthesis and Structure of Unassociated Mono-, Di- and Trithiolate Derivatives of Aluminum and Gallium: Investigation of Al-S and Ga-S ¦Ð-Bonding, Application of 2,4,6-Triisopropylbenzenethiol, the publication is Inorganic Chemistry (1995), 34(10), 2593-9, database is CAplus.

The synthesis and characterization of several sterically crowded Al and Ga thiolates are described. The major reason for these studies was the study of the possible occurrence of ¦Ð-bonding in Al-S and Ga-S bonds and the determination of the steric requirements for the isolation of monomeric heavier main Group 3 thiolates in the solid state. The compounds examined were RAl(SMes^*)₂ (R = Bu, 1; t-Bu, 2), Mes^*₂GaSR (Mes^* = 2,4,6-t-Bu₃C₆H₂, R = Me,3; Ph, 4), BuGa(SMes^*)₂, (5) (t-Bu₂AlSTrip)₂ (6) (Trip = 2,4,6-i-Pr₃C₆H₂), (THF)Al(STrip)₃ (7). They were characterized by x-ray crystallog. (1–3, 5–7) and by NMR and IR spectroscopy. The M-S, p-p, ¦Ð-bonding is weak and has an upper limit of 8-9 kcal mol^-1. Restricted rotation around an M-S bond was detected only in the cases of 3 and 4. Crystal data at 130 K with Mo K¦Á (¦Ë = 0.710 69 ?) (2, 5–7) or Cu K¦Á (¦Ë = 1.541 78 ?) (1, 3) radiation; 1, C₄₀H₆₇AlS₂, a 18.563(5), b 27.171(11), c 32.089(4) ?, orthorhombic, Z = 16 (two independent mols.), space group Pbca, R = 0.087 for 6746 (I > 2¦Ò(I)) reflections; 2, C₄₀H₆₇AlS₂, a 17.375(9), b 27.982(10), c 17.868(8) ?, ¦Â 112.29(2)¡ã, Z = 8 (two independent mols.), monoclinic, space group P2₁/c, R = 0.082 for 8425 (I > 2¦Ò(I)) reflections; 3, C₃₇H₆₁GaS, a 33.654(8), b 10.433(4), c 20.258(8) ?, Z = 8, orthorhombic, space group Pbcn, R = 0.066 for 3164 (I > 2¦Ò(I)) reflections; 5, C₄₀H₆₇GaS₂, a 18.521(8), b 27.342(10), c 32.046(12) ?, orthorhombic, Z = 16 (two independent mols.), space group Pbca, R = 0.144 for 3297 (I > 2¦Ò(I)) reflections; 6, C₄₆H₈₂Al₂S₂, a 20.820(8), b 14.598(6), c 16.118(4) ?, Z = 4, orthorhombic, space group Pna2₁, R = 0.062 for 2469 (I > 2.5¦Ò(I)) reflections; 7, (THF)Al(STrip)₃¡¤0.5C₆H₁₄, C₅₂H₈₄AlOS₃, a 15.589(6), b 13.622(5), c 26.308(12) ?, ¦Â 99.88(4)¡ã, Z = 4, monoclinic, space group P2₁/c, R = 0.075 for 5697 (I > 3¦Ò(I)) reflections.

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 C18H23N3O4S, Application of 2,4,6-Triisopropylbenzenethiol.

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

MacDonnell, Frederick M. published the artcileSterically Encumbered Iron(II) Thiolate Complexes: Synthesis and Structure of Trigonal Planar [Fe(SR)₃]^– (R = 2,4,6-t-Bu₃C₆H₂) and Moessbauer Spectra of Two- and Three-Coordinate Complexes, Related Products of catalysis-chemistry, the publication is Inorganic Chemistry (1995), 34(7), 1815-22, database is CAplus.

The synthesis and structural characterization of three compounds containing three-coordinate Fe(II) and stabilized by sterically encumbered thiolate ligands are reported. Reaction of [Fe₂(SC₆H₂-2,4,6-t-Bu₃)₄] (3) with LiSC₆H₂-2,4,6-t-Bu₃ in ether/THF/hexane afforded [Li(THF)₂(5)]¡¤0.5C₆H₁₄ (5 = [Fe(SC₆H₂-2,4,6-t-Bu₃)₃]^–). Addition of Ph₄PCl to a reaction mixture in toluene followed by recrystallization of the product from MeCN yielded (Ph₄P)[5]¡¤2MeCN¡¤C₇H₈. [Fe₃(SC₆H₂-2,4,6-i-Pr₃)₄(N(SiMe₃)₂)₂] was prepared by the reaction of [Fe(N(SiMe₃)₂)₂] (6) with the thiol in toluene. [Li(THF)₂(5)]¡¤0.5C₆H₁₄ crystallizes in monoclinic space group P2₁/c with a 9.809(2), b 22.507(5), c 29.553(5) ?, ¦Â 95.72(2)¡ã, and Z = 4 (130 K). (Ph₄P)[5]¡¤2MeCN¡¤C₇H₈ was obtained in monoclinic space group P2₁ with a 17.538(5), b 14.912(4), c 17.608(5) ?, ¦Â 115.71(3)¡ã, and Z = 2 (143 K). These compounds contain the 1st example of mononuclear Fe(II) in a close approach to a trigonal planar [5] or a distorted trigonal planar [Li(THF)₂(5)] S coordination environment. In the Ph₄P salt, [5] exhibits the mean values Fe-S = 2.274(9) ? and S-Fe-S = 120(3)¡ã, while in [Li(THF)₂(5)] the Li⁺ ion bridges two S atoms, causing a lengthening (0.06-0.07 ?) of the Fe-S bridged bond lengths and constriction of the bridged S-Fe-S angle (92.2(1)¡ã). Compound 6 crystallizes in space group P2₁/c with a 14.521(5), b 41.60(2), c 14.241(4) ?, ¦Â 100.42(2)¡ã, and Z = 4 (130 K). The structure has a linear Fe₃(¦Ì₂-SR)₄ fragment with an almost linear Fe₃ array involving the central Fe(II) atom in a severely distorted tetrahedral environment; the terminal Fe(II) atoms are three-coordinate and planar with terminal N(SiMe₃)₂ ligands. Complex 5 expands the family of homoleptic mol. Fe(II) thiolates to five structural types; complexes 5 and 6 with two previously reported species [Fe₂(SR)₄] constitute the known examples of three-coordinate Fe^II with partial or complete S ligation. The zero-field Moessbauer spectra of examples of the five types of homoleptic Fe(II) thiolates are reported together with several tetrahedral complexes having Fe^II-S/SR coordination to determine what structural distinctions could be made from isomer shifts and quadrupole splittings. From the limited data set, it is tentatively concluded that trigonal planar Fe^II(SR)₃ can be distinguished from tetrahedral Fe^II(SR)₄ and Fe^II-S/SR units from its smaller quadrupole splitting (0.81 mm/s for 5 at 4.2-100 K).

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, Related Products of catalysis-chemistry.

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

Qiu, Zi-bin published the artcileMgBr₂¡¤OEt₂promoted direct Aldol reactions of S-aryl 2-fluoroethanethioate, Related Products of catalysis-chemistry, the publication is Journal of Fluorine Chemistry (2019), 109368, database is CAplus.

MgBr₂¡¤OEt₂-promoted direct aldol reactions of S-aryl 2-fluoroethanethioates with aromatic aldehydes to give the corresponding ¦Á-fluoro-¦Â-hydroxythioesters I [R = Ph, 4-ClC₆H₄, 3,4-Me₂C₆H₃, etc.; Ar = 4-MeC₆H₄, 2,6-Me₂C₆H₃, 2,4,6-iPr₃C₆H₂] was reported. This method had the advantages of use of com. available reagents, mild reaction conditions and operational simplicity.

Journal of Fluorine 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, Related Products of catalysis-chemistry.

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

Olmstead, Marilyn M. published the artcileSynthesis and characterization of novel quasiaromatic zinc-sulfur aggregates and related zinc-oxygen complexes, Recommanded Product: 2,4,6-Triisopropylbenzenethiol, the publication is Journal of the American Chemical Society (1991), 113(9), 3379-85, database is CAplus.

The synthesis and structural characterization of several alkylzinc alkoxides, aryloxides, and thiolates, many of which have unusual structures, are described. The compounds were synthesized by the simple reaction of the zinc dialkyl, ZnR₂ (R = CH₂SiMe₃), with 1 equiv of an alc. or thiol to afford the products [RZnOR’]_n = 2, R’ = 2,6-(Me₂CH)₂C₆H₃ (I), 2,4,6-(Me₃C)₃C₆H₂ (II); n = 4, R’ = 1-adamantyl (III), CMe₃ (IV)] or [RZnSR”]_n [n = 2, R” = CPh₃ (V); n = 3, R” = 2,4,6-(Me₂CH)₃C₆H₂ (VI), 2,4,6-(Me₃C)₃C₆H₂ (VII)]. The aggregate [Zn₃{O(2,6-(Me₂CH)₂C₆H₃)}₄R₂] (VIII) was also obtained. All compounds were characterized by C and H elemental anal., by ¹H NMR spectroscopy, and, with the exception of IV (which was only partially structurally characterized), by x-ray crystallog. The main feature of interest in these compounds derives from their structures. For example, the trimers VI and VII possess flattened, almost planar, Zn₃S₃C₆ arrays and may be considered to be isoelectronic to the recently synthesized quasiarom. Al₃N₃C₆, Ge₃N₃C₃, or B₃P₃C₆ ring systems. In contrast, the antiarom. dimer, V possesses very pyramidal coordination at the S centers and little apparent delocalization. Attempts to crystallize a compound having a planar Zn₃O₃C₆ array analogous to VI and VII have not been successful to date. The reaction between ZnR₂ and HOR’ gave either dimers or tetramers that feature Zn₂O₂ or Zn₄O₄ cores as exemplified by compounds I–IV. An alkylzinc alkoxide product, VIII, featuring three zinc centers was obtained when the stoichiometry of the reactants was changed slightly. However, the product did not possess a six-membered-ring structure. Instead, an almost linear Zn₃ array, in which the zinc centers are linked by bridging -OR’ groups and each terminal zinc is also bound to one alkyl group, was obtained.

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

Tong, Yu Ying published the artcileSyntheses and properties of the gold(I) complexes with bulky thiolates [Au(SR)]₆ and [Au(SR)(PPh₃)] (R = C₆H₂Me₃-2,4,6 or C₆H₂Pr₃ⁱ-2,4,6), and the molecular structure of [Au(SC₆H₂Pr₃ⁱ-2,4,6)(PPh₃)], Formula: C15H24S, the publication is Transition Metal Chemistry (London) (1995), 20(4), 372-5, database is CAplus.

[Au(SR)]₆ (R = C₆H₂Me₃-2,4,6 or C₆H₂Prⁱ₃-2,4,6) prepared by treatment of chloroauric acid in water with thiodiglycol followed by reaction with the appropriate thiol (HSR) in CHCl₃, can add PPh₃ in CH₂Cl₂ to give [Au(SR)(PPh₃)], which, alternatively, can be obtained from reaction of [AuCl(PPh₃)] in THF with HSR in the presence of KOH-EtOH. The mol. structure of [Au(SC₆H₂Prⁱ₃-2,4,6)(PPh₃)] was determined by x-ray diffraction anal.

Transition Metal Chemistry (London) 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 C10H12F6N4O6PdS2, Formula: C15H24S.

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