Tag: M.W=200-250

Tsukamoto, Hirokazu published the artcileScalable Total Syntheses and Structure-Activity Relationships of Haouamines A, B, and Their Derivatives as Stable Formate Salts, Formula: C7H8BBrO3, the publication is Chemistry – A European Journal (2020), 26(55), 12528-12532, database is CAplus and MEDLINE.

Haouamines A, B, and their derivatives were synthesized via Suzuki-Miyaura coupling and three key cyclization reactions as follows: the newly developed palladium(0)-catalyzed arylative cyclization of phenylalanine-derived alkyne-aldehydes with 2-bromoarylboronic acid (an “anti-Wacker”-type cyclization); BF₃·OEt₂-promoted Friedel-Crafts-type cyclization of sym. electron-rich aromatic rings adjacent to a tertiary allylic alc. leading to the indeno-tetrahydropyridine skeleton; and (cyanomethyl)trimethylphosphonium iodide-mediated macrocyclization of amino alcs. to afford aza-paracyclophane precursors. The palladium-catalyzed reduction of mono- and di-triflate intermediates in the later stages enabled the alteration of both the position and number of hydroxyl groups on the C-ring. The instability of haouamine B was dramatically improved by salt formation with formic acid. An unambiguous evaluation of the cytotoxicity of the prepared haouamine derivative formates with and without hydroxyl groups at different positions on the C-ring indicated that the catechol structure in haouamine B produced weak cytotoxicity.

Chemistry – A European Journal published new progress about 89694-44-0. 89694-44-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Boronic acid and ester,Benzene,Ether,Boronic Acids,Boronic acid and ester, name is 2-Bromo-5-methoxybenzene boronic acid, and the molecular formula is C9H8O4, Formula: C7H8BBrO3.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Harada, Yasuyuki published the artcileRh(I)-Catalyzed Carbonylative Cyclization Reactions of Alkynes with 2-Bromophenylboronic Acids Leading to Indenones, Application of 2-Bromo-5-methoxybenzene boronic acid, the publication is Journal of the American Chemical Society (2007), 129(17), 5766-5771, database is CAplus and MEDLINE.

The Rh-catalyzed reaction of alkynes with 2-bromophenylboronic acids involves carbonylative cyclization to give indenones. The key steps in the reaction involve the addition of an arylrhodium(I) species to an alkyne and the oxidative addition of C-Br bonds on the adjacent Ph ring to give vinylrhodium(I) species II. The regioselectivity depends on both the electronic and the steric nature of the substituents on the alkynes. A bulky group and an electron-withdrawing group favor the α-position of indenones. In the case of silyl- or ester-substituted alkynes, the regioselectivity is extremely high. The selectivity increases in the order SiMe₃ > COOR ≫ aryl ≫ alkyl. The reaction of norbornene with 2-bromophenylboronic acids under 1 atm of CO gives the corresponding indanone derivative The reaction of alkynes with 2-bromophenylboronic acids under nitrogen gives naphthalene derivatives, in which two mols. of alkynes are incorporated. A vinylrhodium complex similar to II can also be generated by a different route by employing 2-bromophenyl(trimethylsilyl)acetylene and arylboronic acids in the presence of Rh(I) complex as the catalyst, resulting in the formation of indenones. The reaction of 1-(2-bromophenyl)-hept-2-yn-1-one with PhB(OH)₂ in the presence of Rh(I) complex also resulted in carbonylative cyclization to give an indan-1,3-dione derivative

Journal of the American Chemical Society published new progress about 89694-44-0. 89694-44-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Boronic acid and ester,Benzene,Ether,Boronic Acids,Boronic acid and ester, name is 2-Bromo-5-methoxybenzene boronic acid, and the molecular formula is C7H8BBrO3, Application of 2-Bromo-5-methoxybenzene boronic acid.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Suga, Hiroshi published the artcileCrystallochemical study by differential thermal analysis. II. Detection of phase transition, Application In Synthesis of 594-81-0, the publication is Nippon Kagaku Zasshi (1961), 29-32, database is CAplus.

The phase transition was detected for some mol. crystals by means of a programmed automatic controlling-and-recording apparatus for differential thermal analysis. 2,3-Dimethyl-2,3-dibromobutane showed transitions at -91 and 70-80° with estimated heats of transition of about 500 and 1000 cal./mole, resp. Si(OMe)₄, AcNHMe, and triglycine sulfate showed transitions at -98, 2, and 0-50° with estimated heats of transition of about 100, 100, and 200 cal./mole, resp. The phase transition of resorcinol from the α-type to the β-type was detected thermally. The estimated enthalpy accompanying this transition agreed with the value of Ubbelohde and Robertson (CA 31, 7719³) calculated from the heats of solution of the 2 crystalline forms in water.

Nippon Kagaku Zasshi published new progress about 594-81-0. 594-81-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 2,3-Dibromo-2,3-dimethylbutane, and the molecular formula is C16H24BF4Ir, Application In Synthesis of 594-81-0.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Inui, Masaharu published the artcileHighly Stereoselective Construction of Spiro[4.5]decanes by SmI₂-Promoted Ketyl Radical Mediated Tandem Cyclization, Application of (4-Bromobut-1-yn-1-yl)trimethylsilane, the publication is Organic Letters (2007), 9(3), 469-472, database is CAplus and MEDLINE.

Ketyl radical mediated, samarium diiodide-promoted tandem cyclization of ω-alkynyl carbonyl compounds, e.g. (phosphonomethylene)decynal I, bearing activated alkenes gave spiro[4.5]decanes, e.g. II, stereoselectively. In the presence of HMPA, α,β-unsaturated esters and alkenyl phosphonates were converted to spiro[4.5]decanes and a monocyclic compound, resp. In the presence of Sm, bicyclic lactones were obtained from α,β-unsaturated esters, and a spiro[4.5]decane was obtained from an alkenyl phosphonate. The stereochem. changeover at initial cyclization was controlled by a variety of activators.

Organic Letters published new progress about 69361-41-7. 69361-41-7 belongs to bromides-buliding-blocks, auxiliary class PROTAC Linker,Aliphatic Linker, name is (4-Bromobut-1-yn-1-yl)trimethylsilane, and the molecular formula is C7H13BrSi, Application of (4-Bromobut-1-yn-1-yl)trimethylsilane.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Katariya, Kanubhai D. published the artcileCoumarin Schiff base-esters liquid crystals with symmetrical and unsymmetrical alkoxy chains: synthesis, mesomorphic properties and DFT approach, COA of Formula: C12H25Br, the publication is Journal of Molecular Liquids (2022), 119073, database is CAplus.

Herein, two series of coumarin Schiff base-esters liquid crystals I (R¹ = R² = Et, n-Pr, n-octadecyl, etc.) and I (R¹ = Et, n-Pr, n-octadecyl, etc.; R² = n-dodecyl) were prepared Both series were studied for their mesomorphic behavior using differential scanning calorimetry (DSC) for the phase transitions and polarized optical microscopy (POM) to identify the type of mesophase. On varying the alkyl chain length at the both end of mols. systematically in the series I (R¹ = R²), compounds of chain lengths 2-7 exhibited an enantiotropic nematic (N) phase whereas I (R¹ = R² = n-octyl) exhibited enantiotropic smectic C (SmC) phase in addition to enantiotropic nematic phase. Compounds of the sym. series I (R¹ = R² = n-decyl, n-dodecyl, n-tetradecyl, n-hexadecyl, n-octadecyl) showed enantiotropic SmC phase. In the unsym. series, enantiotropic nematic mesophase was observed for compounds I (R¹ = from Et to n-tetradecyl; R² = n-dodecyl), while enantiotropic SmC mesophase was observed for compounds I (R¹ = from n-hexyl to n-octadecyl; R² = n-dodecyl). The DFT theor. calculations was conducted for both series to understand the mesomorphic behavior of the investigated compounds Moreover, they were compared with similar reported compounds to explain the relationship between the structural parameters and the mesomorphic behavior.

Journal of Molecular Liquids published new progress about 143-15-7. 143-15-7 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 1-Bromododecane, and the molecular formula is C12H25Br, COA of Formula: C12H25Br.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Maddox, Sean M. published the artcileA Practical Lewis Base Catalyzed Electrophilic Chlorination of Arenes and Heterocycles, Computed Properties of 89694-44-0, the publication is Organic Letters (2015), 17(4), 1042-1045, database is CAplus and MEDLINE.

A mild phosphine sulfide catalyzed electrophilic halogenation of arenes and heterocycles that utilizes inexpensive and readily available N-halosuccinimides is disclosed. This methodol. is shown to efficiently chlorinate diverse aromatics, including simple arenes such as anthracene, and heterocycles such as indoles, pyrrolopyrimidines, and imidazoles. Arenes with Lewis acidic moieties also proved amenable, underscoring the mild nature of this chem. Lewis base catalysis was also found to improve several diverse aromatic brominations and iodinations.

Organic Letters published new progress about 89694-44-0. 89694-44-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Boronic acid and ester,Benzene,Ether,Boronic Acids,Boronic acid and ester, name is 2-Bromo-5-methoxybenzene boronic acid, and the molecular formula is C7H8BBrO3, Computed Properties of 89694-44-0.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Yadagiri, Bommaramoni published the artcileEfficient Medium Bandgap Electron Acceptor Based on Diketopyrrolopyrrole and Furan for Efficient Ternary Organic Solar Cells, Synthetic Route of 143-15-7, the publication is ACS Applied Materials & Interfaces (2022), 14(16), 18751-18763, database is CAplus and MEDLINE.

We report the design of novel medium bandgap nonfullerene small mol. acceptor NFSMA SPS-TDPP-2CNRh with A₂-π-A₁-π-A₂ architecture, with the mol. engineering of this material comprising a strong electron-accepting backbone unit DPP (A₁) as the acceptor, which is attached to the dicyanomethylene-3-hexylrhodanine (A₂) acceptor via a furan (π-spacer) linker. We systematically studied its structural and optoelectronic properties. The incorporation of dicyanomethylene-3-hexylrhodanine and furan enhance the light absorption and electrochem. properties by extending π-conjugation and is anticipated to improve V_OC by decreasing the LUMO level. The long alkyl chain units were responsible for the better solubility and aggregation of the resultant mol. Binary BHJ-OSCs constructed with polymer P as the donor and SPS-TDPP-2CNRh as the acceptor resulted in a PCE of 11.49% with improved V_OC = 0.98 V, J_SC = 18.32 mA/cm², and FF = 0.64 for P:SPS-TDPP-2CNRh organic solar cells. A ternary solar cell device was also made using Y18-DMO and SPS-TDPP-2CNRh as acceptors having complementary absorption profiles and polymer P as the donor, resulting in a PCE of 15.50% with improved J_SC = 23.08 mA/cm², FF = 0.73, and V_OC = 0.92 V for the P:SPS-TDPP-2CNRh:Y18-DMO solar cell. The ternary OSCs with SPS-TDPP-2CNRh as the host acceptor in the P:Y18-DMO binary film were shown to have improved PCE values, which is mainly attributed to the effective photoinduced charge transfer through multiple networks and the use of excitons from SPS-TDPP-2CNRh and Y18-DMO. Moreover, in the ternary BHJ active layers, the superior stable charge transport that was observed compared to the binary counterparts may also lead to an increase in the fill factor. These results demonstrate that combining medium bandgap and narrow bandgap NFSMAs with a wide bandgap polymer donor is a successful route to increasing the overall PCE of the OSCs via the ternary BHJ concept.

ACS Applied Materials & Interfaces published new progress about 143-15-7. 143-15-7 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 1-Bromododecane, and the molecular formula is C8H7NO4, Synthetic Route of 143-15-7.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Mulders, J. published the artcileMechanism of dehalogenation of vic-dibromoalkanes by iodide ion. Duality of mechanisms for the process of direct elimination, HPLC of Formula: 594-81-0, the publication is Bulletin des Societes Chimiques Belges (1963), 322-45, database is CAplus.

cf. CA 58, 13737c. The iodide ion-induced elimination of Br from the following dibromides in Me₂CO was studied spectrophotometrically by the method of initial rates: 1,2-dibromopropane, dl- and meso2,3-dibromobutanes, 1,2-dibromo-2-methylpropane, 2,3-dibromo-2-methylbutane, 2,3-dibromo-2,3-dimethylbutane, and meso-1,2-dibromo-1,2-diphenylethane. Values for k, E, and log PZ were calculated Reactions of the last 3 compounds had values of k greater than 10^-5, were inhibited by salts not containing a common ion, and showed no effect (other than inhibition due to ionic forces) with LiBr; reactions of the other compounds had values of k less than 10^-5, showed no effect with salts not containing a common ion, and were inhibited by LiBr. The results are interpreted in terms of the existence of an intermediate (I) for reactions of the 1st members of the series; reactions of the 3 last compounds probably involve a synchronous transition state (II).

Bulletin des Societes Chimiques Belges published new progress about 594-81-0. 594-81-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 2,3-Dibromo-2,3-dimethylbutane, and the molecular formula is C6H12Br2, HPLC of Formula: 594-81-0.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Chatterjee, Sugata published the artcileMetal-promoted cyclization. VI. Palladium-catalyzed cyclization via intramolecular allylation of alkenylmetals, Recommanded Product: (4-Bromobut-1-yn-1-yl)trimethylsilane, the publication is Journal of Organometallic Chemistry (1985), 285(1-3), C1-C4, database is CAplus.

R₃SiCCCH₂CH₂CH(OH)CH:CR¹R² (I; R = Me, R¹, R² = H, Me; R = Et, R¹ = R² = H) were treated sequentially with Me₃Al, (Me₂CHCH₂)AlH (II) ZnCl₂, and Pd(PPh₃)₄ to give the silyl(vinyl)cyclopentenes III in 52-55% (for R = Me) or 75% (R = Et) yield. Similar treatment of Me₃SiCC(CH₂)₂CH:CHCH₂OH also gave III (R = Me, R¹ = R² = H), in ∼40% yield. Interruption of the sequence after treatment with II, followed by quenching with iodine, gave Z and E-Me₃SiCI:CH(CH₂)₂CH(OH)CH:CH₂ as a 70-30 mixture, starting from I (R = Me, R¹ = R² = H). However, attempted cyclization of Me₃SiCC(CH₂)_nCH(OH)CH:CH₂ (n = 1,3), to give 4- or 6-membered monocyclic products, did not occur.

Journal of Organometallic Chemistry published new progress about 69361-41-7. 69361-41-7 belongs to bromides-buliding-blocks, auxiliary class PROTAC Linker,Aliphatic Linker, name is (4-Bromobut-1-yn-1-yl)trimethylsilane, and the molecular formula is C7H13BrSi, Recommanded Product: (4-Bromobut-1-yn-1-yl)trimethylsilane.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Miller, Joseph A. published the artcileControlled carbometalation. 17. Cyclic carboalumination of alkynylsilanes forming exocyclic alkenes, Application of (4-Bromobut-1-yn-1-yl)trimethylsilane, the publication is Israel Journal of Chemistry (1984), 24(2), 76-81, database is CAplus.

The reaction of Me₃SiCC(CH₂)_nCH:CH₂ (I; n = 2, 3) with 1.1 equivalent and catalytic Cp₂ZrCl₂ (Cp = cyclopentadienyl) in ClCH₂CH₂Cl or CH₂Cl₂ at room temperature gave methylenecycloalkanes II (R = H, n = 2, 3) in 72-85% yield after hydrolysis, and iodinolysis gave 68% II (R = iodo, n = 2). However, I (n = 1, 4) did not cyclize under the same conditions. Whereas Al(CH₂CHMe₂)₃-Cp₂ZrCl₂ cyclization of Me₃SiCCCHR¹CH₂CH:CH₂ III; (R¹ = Me) gave 1:1 methylenecyclopentanes (Z)-IV and (E)-V, using Cp₂ZrI₂ rather than Cp₂ZrCl₂, or using Al(CH₂CHMe₂)₃-Al(CH₂CHMe₂)₂OMe-Cp₂ZrCl₂, gave 20:80 IV–V. The reaction of III (R¹ = OH) with Al(CH₂CHMe₂)₃-Cp₂ZrCl₂ under kinetic conditions gave 82% product containing 90% IV whereas under thermal equilibration 74% product containing 97% V was formed.

Israel Journal of Chemistry published new progress about 69361-41-7. 69361-41-7 belongs to bromides-buliding-blocks, auxiliary class PROTAC Linker,Aliphatic Linker, name is (4-Bromobut-1-yn-1-yl)trimethylsilane, and the molecular formula is C7H13BrSi, Application of (4-Bromobut-1-yn-1-yl)trimethylsilane.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary