Unless otherwise noted, all chemicals and solvents were obtained from commercial vendors at ACS grade or better and were used without further purification. Acetonitrile, methanol, and ether were dried and degassed using a Pure Solv (2010) solvent purification system. Toluene was made anaerobic by either sparging and then drying over activated alumina using a PPT Glass Contour solvent purification system, or dry toluene (99% purity) from Acros Organics was degassed by four freeze-pump-thaw cycles using Schlenk techniques. All dried, degassed solvents were immediately taken into an argon-filled glove box and were stored in tightly-sealed Schlenk glassware until use. CCA was distilled prior to use; however, a 1H-NMR analysis of the material following distillation revealed the persistence of acid impurities (vide infra). Syntheses of L7BQ and [MnII(L7BQ)(OTf)2] were carried out under inert conditions, as described below. Product analysis was performed by running reaction mixtures through a silica plug with excess EtOAc, and 1,2,4,5-tetrachloro-3-nitrobenzene was used as an internal standard for 1H NMR quantification.
Dry toluene
Manufactured by Thermo Fisher Scientific
Dry toluene is a highly pure and anhydrous form of the organic solvent toluene. It is commonly used as a precursor or reagent in various chemical reactions and processes that require a dry, non-aqueous environment.
Automatically generated - may contain errors
Lab products found in correlation
Glacial acetic acid, by Avantor (1 mentions)
Triethylamine, by Thermo Fisher Scientific (1 mentions)
Aluminum chloride, by Merck Group (1 mentions)
Cdcl3, by Eurisotop (1 mentions)
Concentrated hydrochloric acid, by Avantor (1 mentions)
2 aminoterephthalic acid, by Merck Group (1 mentions)
Acetyl chloride, by Thermo Fisher Scientific (1 mentions)
Dry thf, by Merck Group (1 mentions)
3 aminopropyltrimethoxysilane, by Merck Group (1 mentions)
Benzaldehyde, by Merck Group (1 mentions)
Ethanol, by Thermo Fisher Scientific (1 mentions)
Urea, by Merck Group (1 mentions)
Ethyl cyanoacetate, by Merck Group (1 mentions)
Tetramethylorthosilicate, by Thermo Fisher Scientific (1 mentions)
Acetic acid, by Carl Roth (1 mentions)
Methanol, by Thermo Fisher Scientific (1 mentions)
Tetrahydrofuran, by Merck Group (1 mentions)
ε caprolactone, by Merck Group (1 mentions)
Dry toluene, by Merck Group (1 mentions)
Trimethylene carbonate, by Boehringer Ingelheim (1 mentions)
6 protocols using dry toluene
1
Synthesis and Characterization of Mn(II) Complex
2
Synthesis of Functionalized Organic Compounds
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(TiCl3)3AlCl3 (76.0–78.5% TiCl3) and acetyl
chloride (98%) were purchased from Alfa Aesar. Dry toluene (99.85%,
extra dry, AcroSeal), 4-bromoacetophenone (98%), potassium pyrosulfate
(98%), n-BuLi (1.6 M in hexanes), and 2,4,6-trimethylaniline
(97%) were purchased from Acros Organics. Dry THF (≥99.9%,
with 250 ppm of butylated hydroxytoluene (BHT) as an inhibitor), aluminum
chloride (99.9%), and 2-aminoterephthalic acid (99%) were purchased
from Sigma-Aldrich. DMF (HiPerSolv, CHROMANORM), dichloromethane (DCM)
(HiPerSolv, CHROMANORM), sulfuric acid (96%), chloroform (HiPerSolv,
CHROMANORM), concentrated hydrochloric acid (37%), glacial acetic
acid (ACS reagent grade), and ethanol (technical grade) were purchased
from VWR. The acetone used was of technical grade. Triethylamine (99.7%)
was purchased from Fisher Chemicals. CDCl3, NaOD (40% w/w
in D2O, ≥99.00%), and D2O were purchased
from Eurisotop. Carbon dioxide (Alphagaz 1) was purchased from Air
Liquide. Potassium permanganate crystals were purchased from J.T.
Baker Chemicals N.V. (Holland).
chloride (98%) were purchased from Alfa Aesar. Dry toluene (99.85%,
extra dry, AcroSeal), 4-bromoacetophenone (98%), potassium pyrosulfate
(98%), n-BuLi (1.6 M in hexanes), and 2,4,6-trimethylaniline
(97%) were purchased from Acros Organics. Dry THF (≥99.9%,
with 250 ppm of butylated hydroxytoluene (BHT) as an inhibitor), aluminum
chloride (99.9%), and 2-aminoterephthalic acid (99%) were purchased
from Sigma-Aldrich. DMF (HiPerSolv, CHROMANORM), dichloromethane (DCM)
(HiPerSolv, CHROMANORM), sulfuric acid (96%), chloroform (HiPerSolv,
CHROMANORM), concentrated hydrochloric acid (37%), glacial acetic
acid (ACS reagent grade), and ethanol (technical grade) were purchased
from VWR. The acetone used was of technical grade. Triethylamine (99.7%)
was purchased from Fisher Chemicals. CDCl3, NaOD (40% w/w
in D2O, ≥99.00%), and D2O were purchased
from Eurisotop. Carbon dioxide (Alphagaz 1) was purchased from Air
Liquide. Potassium permanganate crystals were purchased from J.T.
Baker Chemicals N.V. (Holland).
3
Synthesis of Functionalized Silica Materials
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Tetramethyl orthosilicate
(TMOS, 99%), dry Ethanol (99.5%, extradry, absolute), and dry toluene
(99.85%, extradry over a molecular sieve) were purchased from Acros
Organics. Poly(ethylene glycol) (PEG, Mn = 10 000) was purchased from Fluka. Ethanol (99.8%) was purchased
from Fisher Chemicals. Urea (≥99.5%) and (3-aminopropyl)trimethoxysilane
(APTMS, 97%) were purchased from Sigma-Aldrich. Acetic acid (100%)
was purchased from Carl Roth. MEthanol (≥99.85%) was purchased
from Chemsolute. Benzaldehyde (purified by redistillation, ≥99.5%),
ethyl cyanoacetate (≥98%), p-chloroBenzaldehyde
(97%), p-tolualdehyde (97%), and biphenyl-4-carboxaldehyde
(99%) were purchased from Aldrich. p-Anisaldehyde
was purchased from TCI. PEEK tubes (1/4 in. outer diameter ×
3.17 mm inner diameter, 50 cm length) were purchased from BGB Analytik.
PTFE shrink tubes (shrink rate 4:1) were purchased from AUTEC GmbH.
All chemicals were used without further purification.
(TMOS, 99%), dry Ethanol (99.5%, extradry, absolute), and dry toluene
(99.85%, extradry over a molecular sieve) were purchased from Acros
Organics. Poly(ethylene glycol) (PEG, Mn = 10 000) was purchased from Fluka. Ethanol (99.8%) was purchased
from Fisher Chemicals. Urea (≥99.5%) and (3-aminopropyl)trimethoxysilane
(APTMS, 97%) were purchased from Sigma-Aldrich. Acetic acid (100%)
was purchased from Carl Roth. MEthanol (≥99.85%) was purchased
from Chemsolute. Benzaldehyde (purified by redistillation, ≥99.5%),
ethyl cyanoacetate (≥98%), p-chloroBenzaldehyde
(97%), p-tolualdehyde (97%), and biphenyl-4-carboxaldehyde
(99%) were purchased from Aldrich. p-Anisaldehyde
was purchased from TCI. PEEK tubes (1/4 in. outer diameter ×
3.17 mm inner diameter, 50 cm length) were purchased from BGB Analytik.
PTFE shrink tubes (shrink rate 4:1) were purchased from AUTEC GmbH.
All chemicals were used without further purification.
4
Synthesis of Styrene-based Copolymers
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The materials used were the following: styrene-d8, tris[2-(dimethylamino)ethyl]amine (Me6TREN), 2-hydroxyethyl 2-bromoisobutyrate, CuBr2, stannous 2-ethylhexanoate, Al2O3 (Brockmann l, activated, basic), dry toluene, tetrahydrofuran (THF) (all from Sigma-Aldrich), ε-caprolactone (Sigma-Aldrich), trimethylene carbonate (Boehringer Ingelheim), dry tetrahydrofuran (Acros Organics), dry toluene (Acros Organics), methanol (Fisher Scientific), and CDCl3 (Larodan Fine Chemicals). Solvents were used without further purification. Lithium bis(trifluoromethane)sulfonimide (LiTFSI, Purolyte, Ferro Corporation) was dried at 120 °C for 24 h before use. Lithium iron phosphate (LFP, Phostech Lithium), super P carbon black (Erachem), poly(vinylidene fluoride) (PVdF, Kynar Flex 2801-00, Arkema), NMC cathode (MTI), graphite anode (MTI), and aluminium and copper foil were used as received.
5
Synthesis of Nanocrystalline MgO Powder
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The nanocrystalline powder of MgO was obtained using a methoxide-based preparation route reported previously (52 ). Specifically, a metallic Mg ribbon (Sigma-Aldrich; ≥99.5%, 1.77 g) was reacted with dry methanol (Acros Organics; ≥99.8%, 90 ml) under a N2 atmosphere in an ice bath. After the complete dissolution of metallic Mg, dry toluene (Acros Organics; ≥99.85%, 60 ml) was added to the obtained methoxide solution and the reaction mixture was left under stirring for 1 hour. Subsequently, the obtained solution was slowly hydrolyzed by the dropwise addition of a mixture of deionized water:dry toluene:dry methanol = 2.65 ml:50 ml:150 ml. The obtained product was collected and dried using a rotary evaporator (40°C, 150 mbar, rpm = 100), followed by drying in an oven (T = 110°C, 12 hours). The collected dry Mg(OH)2 powder was calcined in a Nabertherm 1100°C furnace in a flow of synthetic air at 500°C for 6 hours; a heating rate of 1°C min−1 was applied to yield a powder of MgO.
6
Synthesis of Nickel Dithiolate Complexes
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All starting materials were purchased from Aldrich unless mentioned otherwise. Dry toluene was purchased from Acros. Tetrabutylammonium bis(3,6-dichloro-1,2-benzenedithiolato)nickelate was purchased from TCI. Graphitic CNs, ONLH and FAT 1.0 were prepared according to reported procedures.3–5 (link)
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