Day: November 21, 2022

Cho, Chang-Woo published the artcileα-Hydroxy Esters via Enantioselective Hydrogen-Mediated C-C Coupling: Regiocontrolled Reactions of Silyl-Substituted 1,3-Diynes, COA of Formula: C38H24F4O4P2, the publication is Organic Letters (2006), 8(17), 3873-3876, database is CAplus and MEDLINE.

Rhodium-catalyzed asym. reductive coupling of Et glyoxalate and 1,3-diynes in the presence of mol. hydrogen afforded α-hydroxy-β,γ-enynoates with high regio- and enantioselectivity. Reaction of R¹CCCCR³ with OHCCOOR² and H₂ in the presence of Rh-(R)-Cl,MeO-BIPHEP [(1R)-5,5′-dichloro-6,6′-dimethoxy-1,1′-biphenyl-2,2′-bis(diphenylphosphine)] gave (2R)-R³CCCH:CR¹CH(OH)COOR² (1c, R¹ = R³ = Ph, R² = Et; 4c–9c, R¹ = Me₃Si, Me₂^tBuSi; R² = Et; R³ = Ph, Me, cyclopropylmethyl, Me₂^tBuSiOCH₂) with alkyne regioselectivity of >99% and ee values of 89-94%. Notably, for trialkylsilyl-substituted 1,3-diynes, C-C coupling occurs exclusively at the carbon atom bearing silyl group. π-Back-bonding from low valent rhodium as described by the Dewar-Chatt-Duncanson model appears to direct the regiochem. of C-C coupling, as corroborated by calculations of the diyne LUMO coefficients

Organic Letters published new progress about 503538-69-0. 503538-69-0 belongs to dioxole, auxiliary class (Atropisomeric Bisphosphine Ligands, name is (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, and the molecular formula is C38H24F4O4P2, COA of Formula: C38H24F4O4P2.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Linton, Elizabeth C. published the artcileCatalytic Enantioselective Meerwein-Eschenmoser Claisen Rearrangement: Asymmetric Synthesis of Allyl Oxindoles, Recommanded Product: (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, the publication is Journal of the American Chemical Society (2008), 130(48), 16162-16163, database is CAplus and MEDLINE.

The first catalytic, enantioselective Meerwein-Eschenmoser Claisen rearrangement has been achieved. Palladium(II) BINAP or phosphinooxazoline catalysts were employed to generate oxindole products, e.g. I, with 100% conversion and up to 92% ee.

Journal of the American Chemical Society published new progress about 503538-69-0. 503538-69-0 belongs to dioxole, auxiliary class (Atropisomeric Bisphosphine Ligands, name is (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, and the molecular formula is C38H24F4O4P2, Recommanded Product: (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Dikusar, E. A. published the artcileSynthesis of New 1-Adamantanecarboxylic Acid Derivatives, Category: dioxole, the publication is Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii) (2004), 40(3), 346-352, database is CAplus.

Reactions of 1-adamantanecarbonyl chloride with functionally substituted alcs., phenols, amines, thiols, and ketone oximes gave hitherto unknown 1-adamantanecarboxylic acid esters, amides, and thio esters, including those containing a peroxide group.

Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii) published new progress about 68527-74-2. 68527-74-2 belongs to dioxole, auxiliary class Dioxolane,Benzene,Phenol,Ether, name is 2-Methoxy-4-(4-methyl-1,3-dioxolan-2-yl)phenol, and the molecular formula is C11H14O4, Category: dioxole.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Du, Ya published the artcileSn-catalyzed synthesis of propylene carbonate from propylene glycol and CO₂ under supercritical conditions, Related Products of dioxole, the publication is Journal of Molecular Catalysis A: Chemical (2005), 241(1-2), 233-237, database is CAplus.

Dibutyltin oxide or dibutyltin dimethoxide was first used as a remarkable selective catalyst for the synthesis of propylene carbonate from propylene glycol and carbon dioxide. The effects of the reaction parameters, such as reaction time, temperature and CO₂ pressure on the amount of propylene carbonate were also exptl. studied. Under the optimized conditions, the amount of propylene carbonate was nearly proportional to PG concentration The use of N,N-dimethylformamide as a co-solvent in this study significantly enhanced the catalytic activity, and the ketals as dehydrating agents greatly improved the yield of PC, which can be limited by the equilibrium A postulated mechanism for the dibutyltin oxide-catalyzed carboxylation of propylene glycol was also discussed.

Journal of Molecular Catalysis A: Chemical published new progress about 1193-11-9. 1193-11-9 belongs to dioxole, auxiliary class Dioxolanes, name is 2,2,4-Trimethyl-1,3-dioxolane, and the molecular formula is C6H12O2, Related Products of dioxole.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Quinio, Pauline published the artcileSc(OTf)3-Catalyzed Addition of Bromomagnesium 2-Vinyloxy Ethoxide to Various Aldehydes Leading to Protected Aldol Products, Product Details of C8H14O2, the publication is Synlett (2016), 27(11), 1715-1719, database is CAplus.

The addition of bromomagnesium 2-vinyloxy ethoxide to various aldehydes in the presence of 10 mol% Sc(OTf)₃ provides a broad range of functionalized protected aldol compounds The enantioselective preparation of these aldols can be achieved by a Swern oxidation-CBS reduction sequence. Use of the dioxolane derived from 2-bromocyclohexanone provides the expected aldol product as the anti-diastereoisomer (dr >99:1).

Synlett published new progress about 177-10-6. 177-10-6 belongs to dioxole, auxiliary class Dioxolane,Spiro, name is 1,4-Dioxaspiro[4.5]decane, and the molecular formula is C8H14O2, Product Details of C8H14O2.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Borrmann, Ruediger published the artcileAsymmetric Hydrogenation of Cyclic Imines and Enamines: Access to 1,5-Benzodiazepine Pharmacophores, Recommanded Product: (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, the publication is Synthesis (2017), 49(2), 310-318, database is CAplus.

A new strategy towards the pharmacol. relevant class of dihydro-1,5-benzodiazepines was developed by applying a rhodium-catalyzed asym. hydrogenation. The approach represents an efficient protocol providing access to the optically active products I (R¹ = Ph, 4-MeC₂H₄, 2-furyl, Me, etc., R² = H, 7-Me) in excellent yields (up to 99%) and with high enantioselectivities (up to 92% ee). The versatility of the methodol. was demonstrated by a broad substrate scope including alkyl, aryl, and heteroaryl substituents as well as halides. Furthermore, investigations regarding the reaction mechanism were performed and unraveled a preferred reaction of the tautomeric enamine in the rhodium-catalyzed asym. hydrogenation.

Synthesis published new progress about 503538-69-0. 503538-69-0 belongs to dioxole, auxiliary class (Atropisomeric Bisphosphine Ligands, name is (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, and the molecular formula is C38H24F4O4P2, Recommanded Product: (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Schormueller, Josef published the artcileAnalysis of volatile aroma substances in tomatoes by gas chromatography and mass spectroscopy, Name: 2,2,4-Trimethyl-1,3-dioxolane, the publication is Zeitschrift fuer Lebensmittel-Untersuchung und -Forschung (1969), 141(1), 1-9, database is CAplus.

The following hitherto unknown components of tomato aroma were identified: C6H6, CHCl3, Et2CO, 2-ethylfuran, 2,2,4-trimethyl-1,3-dioxolane, MeCOBu, MeSSMe, PhMe, p-xylene, cis-PrCH:CHCHO, C6H13CHO, triisobutylene, cyclooctatetraene, C10H22, EtO(PrO)CHMe, C5H11CO2Me, EtCH:CH(CH2)2OAc, iso-PrPh, 1,3,5-Me3C6H3, BuCH:CHCHO, C11H24, 1,2,3-Me3C6H3, (PrO)2CHMe, o-Cl2C6H4, EtCOCH:CH2 or CH2:CHCOCHO, MeCH:CMeCHO, BuCN, EtCH:CHCHO, MeCH:-CHCH2CHO, EtCH(OH)CH:CH2, EtCH:CMeCHO, EtO(iso-C5H11O)CHMe, myrcene, 3-carene, isomeric methylheptenone, and isomeric methylhexanol. 37 references.

Zeitschrift fuer Lebensmittel-Untersuchung und -Forschung published new progress about 1193-11-9. 1193-11-9 belongs to dioxole, auxiliary class Dioxolanes, name is 2,2,4-Trimethyl-1,3-dioxolane, and the molecular formula is C6H12O2, Name: 2,2,4-Trimethyl-1,3-dioxolane.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Kim, Yong Ryun published the artcileConjugated polyelectrolytes for stable perovskite solar cells based on methylammonium lead triiodide, Name: 9-(6-Bromohexyl)-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole, the publication is Journal of Materials Chemistry A: Materials for Energy and Sustainability (2022), 10(7), 3321-3329, database is CAplus.

Despite the outstanding role of conjugated polyelectrolytes in organic solar cells, the use of conjugated polyelectrolytes in perovskite solar cells (PSCs) has rarely been reported due to instability issues of the material itself under operating conditions. Herein, an efficient and stable inverted perovskite solar cell (p-i-n) was fabricated by introducing an amine-containing carbazole-based conjugated polyelectrolyte (CzNBr) with a simple and room temperature solution process as a cathode buffer layer (CBL) at the underlying layer of a metal electrode in PSCs. Promisingly, this approach allows not only modification of the work function of the metal electrode, yielding improved charge extraction properties, but also detainment of the migrating ionic defects of the perovskite layer induced by the metal electrode, resulting in robust stable PSCs. Ultimately, it exhibits a significant enhancement of both the efficiency (20.28%) and stability of PSCs based on methylammonium lead triiodide (MAPbI₃); nonencapsulated PSCs maintained 80% of their initial efficiency (T₈₀) under continuous heating at 85 °C for 1000 h and 50 cycles of thermal cycling tests (from -25 to 85 °C). The excellent charge extraction and detainment of ionic defects with the CzNBr layer enable the demonstration of highly stable and efficient PSCs to prove the huge potential of this new type of CBL in applications. Furthermore, our results open up new possibilities for CPEs in PSCs in terms of their performance to demonstrate easily processed highly efficient and stable PSCs.

Journal of Materials Chemistry A: Materials for Energy and Sustainability published new progress about 1268162-40-8. 1268162-40-8 belongs to dioxole, auxiliary class Boronic acid and ester,Boronic acid and ester,Bromide, name is 9-(6-Bromohexyl)-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole, and the molecular formula is C30H42B2BrNO4, Name: 9-(6-Bromohexyl)-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Shen, Guoli published the artcilePd/Zn Co-catalyzed Asymmetric Ring-opening Reactions of Aza/Oxabicyclic Alkenes with Oximes, Computed Properties of 503538-69-0, the publication is Asian Journal of Organic Chemistry (2019), 8(1), 97-102, database is CAplus.

An application of various oximes as nucleophiles in the asym. ring-opening (ARO) reaction of aza/oxabicyclic alkenes resulting in cis-ARO products has been developed. The reaction was co-catalyzed by Pd(OAc)₂ and Zn(OTf)₂ with (R)-DIFLUORPHOS as the chiral ligand. This methodol. exhibits broad substrate scope, functional group tolerance with high enantioselectivity. A synthetic application of this method has been demonstrated.

Asian Journal of Organic Chemistry published new progress about 503538-69-0. 503538-69-0 belongs to dioxole, auxiliary class (Atropisomeric Bisphosphine Ligands, name is (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, and the molecular formula is C6H10N2, Computed Properties of 503538-69-0.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Lucciola, Daniela published the artcileFurther developments of an enantioselective palladium-catalyzed polyene cyclization: surprising solvent and ligand effects, Recommanded Product: (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, the publication is Synlett (2011), 1618-1622, database is CAplus.

The enantioselectivity of a Pd-catalyzed domino Heck-Mizoroki cyclization is dramatically enhanced by ligand and solvent choice. Electron-deficient ligands such as (R)-DIFLUORPHOS gave I in %ee values ranging from 94% ee to >99% ee. EtOH was found to be superior to other solvents traditionally used in Heck-Mizoroki reactions, generally showing increases in enantioselectivity when compared to toluene. It is also shown that microwave heating accelerates the reaction in either solvent and allows for a longer catalyst lifetime without eroding the %ee.

Synlett published new progress about 503538-69-0. 503538-69-0 belongs to dioxole, auxiliary class (Atropisomeric Bisphosphine Ligands, name is (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, and the molecular formula is C38H24F4O4P2, Recommanded Product: (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem