Tag: M.W=200-250

Zengerling, Lydia published the artcileA Palladium-free Sonogashira coupling protocol employing an in situ prepared copper/chelating 1,2,3-triazolylidene system, Safety of 1-Iodohexane, the publication is Synlett (2021), 32(6), 616-620, database is CAplus.

A new, palladium-free Sonogashira coupling reaction protocol using a catalytic system that comprises a simple, cheap, widely available copper salt and a chelating 1,2,3-triazolylidene ligand precursor is reported. This protocol provides the desired coupling products in moderate to very good yields.

Synlett published new progress about 638-45-9. 638-45-9 belongs to iodides-buliding-blocks, auxiliary class Iodide,Aliphatic hydrocarbon chain, name is 1-Iodohexane, and the molecular formula is C26H25N5O3, Safety of 1-Iodohexane.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Watari, Fumio published the artcileInfrared absorption spectra of molecular complexes of pyridine. III. Molecular complexes with iodine and iodine halides, Synthetic Route of 6443-90-9, the publication is Sci. Rept. Res. Inst., Tohoku Univ. (1962), Ser. A 14(No. 1), 64-9, database is CAplus.

cf. CA 56, 9594a. When I, ICl, or IBr were dissolved in pyridine (I), new bands were observed at 627-624, 1012-1007, 1213, 1246 and 1454 cm.^-1, which were assigned as the shifted bands of ν_6a, ν₁, ν₃, 2ν_6a, and ν_19b, resp., of I. They are well defined: others appear only as a shoulder of the pure I band; some may mutually enhance their intensity, others remain almost unaffected. The rest of the absorptions of the I solution were nearly the same in band location and intensity as those of pure I. Spectra of the solid complexes are analogous to the solution spectra, though in the latter there are the shifting and intensity-changing effects in the case of liquid I. The difference of shift of 624-627 and 1007-1012 cm.^-1 is parallel to the electronegativities of the added interhalogen compounds; ICl shifts a band most markedly from the pure I spectrum.

Sci. Rept. Res. Inst., Tohoku Univ. published new progress about 6443-90-9. 6443-90-9 belongs to iodides-buliding-blocks, auxiliary class Pyridines, name is Pyridine Iodochloride complex, and the molecular formula is C14H28O5S, Synthetic Route of 6443-90-9.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Yasuda, Makoto published the artcileRadical coupling of iodocarbonyl compounds with butenylindium generated by transmetalation between cyclopropylmethylstannane and indium halides, Related Products of iodides-buliding-blocks, the publication is Organometallics (2009), 28(1), 132-139, database is CAplus.

The reaction of cyclopropylmethylstannane C₃H₅CH₂SnBu₃ (1) with α-iodocarbonyl compounds R¹R²C(I)COX (2) in the presence of either InBr₃ or InCl₃ gave the C-C coupling products, 2-cyclopropylethyl carbonyls C₃H₅CH₂CR¹R²COX (3; R¹, R² = H, Me; X = PhO, PhCH₂O, CH₂:CHCH₂O, ^tBuO, Et₂N, Ph; R¹R²C(I)COX = 3-iodo-γ-butyrolactone). Various types of iodocarbonyl compounds such as esters, amides, and ketones were applied to this system to afford the corresponding compounds 3. The reaction mechanism comprises transmetalation between cyclopropylmethylstannane and indium halides, providing 3-butenylindium dihalide and di-3-butenylindium halide, as confirmed by NMR spectroscopy. The reactivity of di-3-butenylindium halide was greater than that of monobutenyl species. The active species, di-3-butenylindium halide, was stabilized by complexation using DPPE, and its structure was analyzed using x-ray crystallog. The solid state of the complex shows a linear structure with a core (-Cl-In-Cl-In-P-C-C-P-In-)_n with five-coordinated indium centers. The reaction between 1 and 2, mediated by indium halides, proceeded in a radical manner, regenerating after recyclization of 6-oxo-1-indiohex-3-yl radical the initial cyclopropylmethyl moiety. The in situ-generated alkylindium species and a small amount of oxygen, which can be supplied by atm. air, initiated the radical reaction.

Organometallics published new progress about 31253-08-4. 31253-08-4 belongs to iodides-buliding-blocks, auxiliary class Iodide,Ester, name is Ethyl 2-Iodopropionate, and the molecular formula is C25H23NO4, Related Products of iodides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Puleo, Thomas R. published the artcileNucleophilic C-H Etherification of Heteroarenes Enabled by Base-Catalyzed Halogen Transfer, Formula: C6H6INO, the publication is Journal of the American Chemical Society (2021), 143(32), 12480-12486, database is CAplus and MEDLINE.

A general protocol for the direct C-H etherification of N-heteroarenes is reported. Potassium tert-butoxide catalyzes halogen transfer from 2-halothiophenes to N-heteroarenes to form N-heteroaryl halide intermediates that undergo tandem base-promoted alc. substitution. Thus, the simple inclusion of inexpensive 2-halothiophenes enables regioselective oxidative coupling of alcs. with 1,3-azoles, pyridines, diazines, and polyazines under basic reaction conditions.

Journal of the American Chemical Society published new progress about 1331850-50-0. 1331850-50-0 belongs to iodides-buliding-blocks, auxiliary class Pyridine,Iodide,Ether,Pyridine, name is 4-Iodo-3-methoxypyridine, and the molecular formula is C6H6INO, Formula: C6H6INO.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Jones, Richard H. published the artcileColossal thermal expansion and negative thermal expansion in simple halogen bonded complexes, COA of Formula: C5H5ClIN, the publication is CrystEngComm (2014), 16(2), 237-243, database is CAplus.

The crystal structures of the simple monoclinic halogen-bonded complexes pyridine-ICl and pyridine-IBr have been redetermined using modern X-ray and neutron diffraction techniques. The representation quadric surfaces for the thermal expansion tensor have been found to consist of a hyperboloid of one sheet. Neg. thermal expansion occurs parallel to the crystallog. b axis, while there is colossal thermal expansion in a direction approx. parallel to the a* direction. These effects arise because of a decrease in the strength of an already weak C-H···X (X = Br, Cl) hydrogen bond with increasing temperature The decrease in strength of the hydrogen bonding originates because of the reduction in the strength of the halogen bond formed between the nitrogen atom and the IX moiety with increasing temperature Thus since at 298 K the I-X bonds are shorter than at 110 K, there will be a smaller partial neg. charge on the X halogen at 298 K, leading to a weaker C-H···X hydrogen bond.

CrystEngComm published new progress about 6443-90-9. 6443-90-9 belongs to iodides-buliding-blocks, auxiliary class Pyridines, name is Pyridine Iodochloride complex, and the molecular formula is C5H5ClIN, COA of Formula: C5H5ClIN.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Yamakawa, Koji published the artcileStudies on the terpenoids and related alicyclic compounds. XXIII. Total synthesis of (±)-phomenone, (±)-3-epiphomenone, (±)-ligularenolide, and (±)-furanoligularanone, Application In Synthesis of 31253-08-4, the publication is Chemical & Pharmaceutical Bulletin (1980), 28(11), 3265-74, database is CAplus.

(±)-Phomenone (I, Z = α-OH,β-H), (±)-3-epiphomenone (I, Z = α-H,β-OH) (±)-ligularenolide (II), and (±)-furanoligularanone (III) were prepared from naphthalenedione IV via the monoketals V (R = CMe:CH₂) or VI. E.g., epoxidation of V (R = CMe:CH₂) gave V (R = 2-methyl-2-oxiranyl), whose ring cleavage in the presence of LiNEt₂ gave V [R = HOCH₂C(:CH₂)], epoxidation of which gave I (Z = OCH₂CH₂O), whose deketalization followed by NaBH₄ reduction gave (±)-3-epiphomenone (I, Z = α-H, β-OH).

Chemical & Pharmaceutical Bulletin published new progress about 31253-08-4. 31253-08-4 belongs to iodides-buliding-blocks, auxiliary class Iodide,Ester, name is Ethyl 2-Iodopropionate, and the molecular formula is C6H17NO3Si, Application In Synthesis of 31253-08-4.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Miao, Zhihui published the artcileSoluble Polymer Precursors via Ring-Expansion Metathesis Polymerization for the Synthesis of Cyclic Polyacetylene, Recommanded Product: 1-Iodohexane, the publication is Macromolecules (Washington, DC, United States) (2021), 54(17), 7840-7848, database is CAplus.

Cyclic polyacetylene (c-PA) is the cyclic derivative of the semiconducting linear polyacetylene. As with the linear derivative, cyclic polyacetylene is insoluble, making its characterization and processing challenging. Herein, we report the synthesis of c-PA via an indirect approach, employing ring-expansion metathesis polymerization of cyclic alkenes to form soluble polymer precursors. Subsequent retro-Diels-Alder elimination through heating provides c-PA. Dilute solution characterizations of the polymer precursors including ¹H NMR spectroscopy, gel permeation chromatog., and IR and Raman spectroscopy confirm their cyclic structure and, by inference, the cyclic topol. of the resulting c-PA. Solid-state thermal analyses via thermogravimetric anal. and differential scanning calorimetry reveal the chem. and phys. transformations occurring during the retro-Diels-Alder elimination step and concurrent isomerization. Freestanding films are attainable via the soluble precursors, and when doped with I₂, the films are semiconducting.

Macromolecules (Washington, DC, United States) published new progress about 638-45-9. 638-45-9 belongs to iodides-buliding-blocks, auxiliary class Iodide,Aliphatic hydrocarbon chain, name is 1-Iodohexane, and the molecular formula is C6H13I, Recommanded Product: 1-Iodohexane.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Poleshschuk, O. K. published the artcileAb initio study of the bonding and nuclear quadrupole coupling in the Py-ICl complex, Category: iodides-buliding-blocks, the publication is Journal of Molecular Structure (1999), 513(1-3), 29-34, database is CAplus.

As a result of the ICl complexation with Py, the ¹⁴N- and ³⁵Cl-NQR frequencies are shifted towards lower values and ¹²⁷I-NQR frequency towards higher values. In order to explain this phenomenon, ICl, Py and Py-ICl complex have been subjected to Gaussian-94 anal. on the 6-31G** level of the theory. The ab initio calculations indicate a good correlation between the calculated and the exptl. e²Qq_zz as well as the values of the asymmetry parameter and their shifts upon complexation. As follows from the Townes-Dailey approximation, increasing ionicity of the I-Cl bond implies a decrease in ³⁵Cl- and ¹⁴N-NQR frequencies and an increase in the ¹²⁷I-NQR frequency, which has been confirmed by both exptl. and calculated results. The increase in the ionic character of the I-Cl bond can be observed as an increase in the neg. charge on the chlorine atom and a decrease in the pos. charge on the iodine atom. A decrease in the e²Qq_zz ¹⁴N can be explained by an increase in the population of the π orbital while the population of the σ orbital remains unchanged. Stability of ICl complexes is determined by the contribution of the unpopulated orbital of the acceptor and coupling between the populated orbitals of the acceptor and the donor. The frequency shifts have been explained by the redistribution of electron d. taking place on complexation.

Journal of Molecular Structure published new progress about 6443-90-9. 6443-90-9 belongs to iodides-buliding-blocks, auxiliary class Pyridines, name is Pyridine Iodochloride complex, and the molecular formula is C5H5ClIN, Category: iodides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Biilmann, Einar published the artcileBetaines. IV. The mechanism of the racemization of the salts of ethyl propiobetainate, Name: Ethyl 2-Iodopropionate, the publication is Bulletin de la Societe Chimique de France, Memoires (1936), 2295-2305, database is CAplus.

cf C. A. 29, 2916.5. d-and l-Et propiobetainate iodide, m. 130-1°, [α]_D⁴⁸ 19.64°, are racemized at the same rate by d-EtMeCHCH₂NEt₂ (I), b₇₆₅ 150-1°, d₄²⁰ 0.7515, [α]_D²⁰ 17.96°, and the racemic form of Et propiotrimethylbetainate is not rendered active by treatment with I or nicotine. This shows that there is no addition compound of the betainate and amine involved in the racemation. l-α-Phenylethyltrimethylammonium iodide, m. 157-7.5°, [α]_D²⁰ 19.60°, which cannot enolize, is not racemized by EtONa. This indicates that racemization occurs through the enol form, and reagents such as NaOEt and Me₃N which can react with enols, increase their concentration and so hasten racemization. This effect is complicated by the fact that the pos. N in the betaines also favors racemization. Thus, in alc. solution MeCH(NMe₃)CO₂EtI is racemized even by such weak bases as Et₃P. MeCHNH₂CO₂Et is not racemized by NaOEt or Et₃N, but MeCH(NMe₂)CO₂Et, b₇₆₇ 155.6-6.5°, d₄²⁰ 0.9207, [α]_D²⁰ 5.58°, is slowly racemized by NaOEt.

Bulletin de la Societe Chimique de France, Memoires published new progress about 31253-08-4. 31253-08-4 belongs to iodides-buliding-blocks, auxiliary class Iodide,Ester, name is Ethyl 2-Iodopropionate, and the molecular formula is C5H9IO2, Name: Ethyl 2-Iodopropionate.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Seo, Hyewon published the artcileGround-State Elevation Approach To Suppress Side Reactions in Gold-Sensing Systems Based on Alkyne Activation, Synthetic Route of 6443-90-9, the publication is Organic Letters (2014), 16(5), 1374-1377, database is CAplus and MEDLINE.

A novel approach to suppress the side reactions observed in the reaction-based gold-sensing systems based on the alkyne activation is disclosed. By elevating steric strain around the reaction site, the gold ion promoted ring-opening process in rhodamine-lactam probes is significantly accelerated, which also leads to suppression of those possible side reactions. As a result, the probes show very high sensitivity in addition to excellent selectivity toward gold species. Furthermore, bioimaging of gold species in live cells was demonstrated with a FRET version.

Organic Letters published new progress about 6443-90-9. 6443-90-9 belongs to iodides-buliding-blocks, auxiliary class Pyridines, name is Pyridine Iodochloride complex, and the molecular formula is C18H20N2O12, Synthetic Route of 6443-90-9.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com