- IODONIUM SALT COMPOUND, PHOTOACID GENERATOR AND COMPOSITION CONTAINING THE SAME, AND METHOD FOR MANUFACTURING DEVICE
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PROBLEM TO BE SOLVED: To provide an iodonium salt compound which can be used as a chemical amplification type photoacid generator for resist and a photocationic polymerization initiator, has high sensitivity to an i-line at a wavelength of 365 nm, and has high solubility to an organic solvent and a resin. SOLUTION: A new iodonium salt compound is represented by the following iodonium salts 2, 5 and 10. SELECTED DRAWING: Figure 1 COPYRIGHT: (C)2019,JPOandINPIT
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Paragraph 0115; 0116; 0117
(2019/01/06)
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- Deboronative cyanation of potassium alkyltrifluoroborates: Via photoredox catalysis
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A photoredox catalytic method was developed for the direct cyanation of alkyltrifluoroborates. This reaction provides a new and useful transformation of the easily available alkyltrifluoroborates. The photocatalytic reaction can tolerate a variety of functional groups with mild reaction conditions. Mechanistic investigations are consistent with the present reaction following a radical pathway.
- Dai, Jian-Jun,Zhang, Wen-Man,Shu, Yong-Jin,Sun, Yu-Yang,Xu, Jun,Feng, Yi-Si,Xu, Hua-Jian
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p. 6793 - 6796
(2016/06/01)
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- A strategy for generating alkyl radicals from aliphatic esters and lactones via sequential hydrolysis and photoinduced decarboxylation
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Sequential hydrolysis and photoinduced decarboxylation of methyl aliphatic esters lead to efficient generation of alkyl radicals under mild conditions. The generated alkyl radicals react with a variety of reagents to produce addition, reduction, and substitution products. In addition, the new tin and halogen free process for alkyl radical generation is applicable to a variety of aliphatic esters including those of dipeptides, steroids, saccharides, and lactones.
- Saito, Hikaru,Kanetake, Takayuki,Osaka, Kazuyuki,Maeda, Kousuke,Morita, Toshio,Yoshimi, Yasuharu
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supporting information
p. 1645 - 1648
(2015/03/14)
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- An efficient transformation of primary halides into nitriles through palladium-catalyzed hydrogen transfer reaction
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Two-step one-pot transformation of primary halides into corresponding nitriles is successfully achieved. Nucleophilic substitution of primary halides with sodium azide and subsequent palladium-catalyzed hydrogen transfer proceeds smoothly in the presence of sterically bulky ligand dicyclohexyl(2′,4′,6′-triisopropylbiphenyl-2-yl)phosphine (XPhos) in acetone to produce nitriles in satisfactory to good yields. This journal is
- Zou, Tao,Yu, Xiaoqiang,Feng, Xiujuan,Bao, Ming
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supporting information
p. 10714 - 10717
(2015/06/30)
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- Colorless organometallic ionic liquids from cationic ruthenium sandwich complexes: Thermal properties, liquid properties, and crystal structures of [Ru(η5-C5H5)(η6-C6H5R)][X] (X = N(SO2CF3)2, N(SO2F)2, PF6)
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A series of ionic liquids containing cationic ruthenium complexes ([Ru(C5H5)(C6H5R)]+) were prepared, and their thermal properties were investigated (R = C4H9 (1a), C8H17 (1b), OCH2OCH3 (2a), O(CH2CH2O)2CH3 (2b), O(CH2)3CN (3a), O(CH2)6CN (3b), CO(CH2)2CH3 (4a), CO(CH2)6CH3 (4b)). Bis(trifluoromethanesulfonyl)amide (TFSA) and bis(fluorosulfonyl)amide (FSA) were used as counter anions. These ionic liquids were colorless and stable toward air and light. These salts exhibited glass transitions upon cooling from the melt (Tg = -82 °C to -55 °C), and the glass transition temperatures of the salts increased as the polarity of the substituents increased (alkyl cyano > carbonyl > ether. The viscosities, solvent polarities, and refractive indices of the salts of 1a and 2a were also evaluated. Hexafluorophosphate (PF6) salts were also prepared, which were solids with high melting points (Tm = 65-127 °C). X-ray crystal structure analyses of these salts revealed the importance of intermolecular contacts involving the ring hydrogens. The PF6 salt of 2a exhibited an order-disorder phase transition.
- Komurasaki, Aina,Funasako, Yusuke,Mochida, Tomoyuki
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p. 7595 - 7605
(2015/04/27)
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- Ligand-free, palladium-catalyzed dihydrogen generation from TMDS: Dehalogenation of aryl halides on water
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A mild and environmentally attractive dehalogenation of functionalized aryl halides has been developed using nanoparticles formed from PdCl2 in the presence of tetramethyldisiloxane (TMDS) on water. The active catalyst and reaction medium can be recycled. This method can also be applied to cascade reactions in a one-pot sequence.
- Bhattacharjya, Anish,Klumphu, Piyatida,Lipshutz, Bruce H.
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supporting information
p. 1122 - 1125
(2015/03/14)
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- Visible-light-induced hydroalkoxymethylation of electron-deficient alkenes by photoredox catalysis
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Hydroalkoxymethylation of electron-deficient alkenes using alkoxymethyltrifluoroborates by photoredox catalysis has been developed. Highly reactive alkoxymethyl radicals can be easily generated from oxidation of alkoxymethyltrifluoroborates via a visible-light-induced SET process.
- Miyazawa, Kazuki,Yasu, Yusuke,Koike, Takashi,Akita, Munetaka
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supporting information
p. 7249 - 7251
(2013/08/15)
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- Photo-induced radical cyclization of aromatic halides with sodium borohydride
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Direct UV irradiation of ortho-allyloxy- and ortho-but-3-enyloxy-iodo- and bromo-benzenes in the presence of NaBH4 or NaBH3CN gave radical cyclization products in high yield. Georg Thieme Verlag Stuttgart.
- Liu, Qiang,Han, Bing,Zhang, Wei,Yang, Li,Liu, Zhong-Li,Yu, Wei
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p. 2248 - 2250
(2007/10/03)
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- Effect of Distant Groups on the Enantioselectivity in Kinetic Resolution of sec-Alcohols Catalyzed by Microbial Lipases
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A short series of racemic phenoxyalkyl-alkycarbinols, possessing perturbing groups at different distances from the stereogenic center, was prepared. The sec-alcohols (±)-1-phenoxy-2-hydroxybutane (6), (±)-1-phenoxy-3-hydroxyhexane (11), (±)-1-phenoxy-4-hydroxyoctane (15) and (±)-1-phenoxy-5-hydroxydecane (19) were prepared. The enantioselectivity of their acetylation by vinylacetate catalyzed by microbial lipases in n-hexane was determined. The products of this acetylation were (±)-1-phenoxy-2-acetoxybutane (7), (±)-1-phenoxy-3-acetoxyhexane (12), (±)-1-phenoxy-4-acetoxyoctane (16), and (±)-1-phenoxy-5-acetoxydecane (20). The efficacy of kinetic resolution, expressed as E-value, generally diminishes with the distance of the perturbing phenoxy (RL) and methyl (RM) groups. Twenty lipases from commercial sources were screened for their enantioselectivity; for two lipases with broadest substrate selectivity, Geotrichum candidum (GCL) and Candida cyclindracea (CCL (S), from Sigma), non-monotonous correlation between E-value and the distance (n) of the perturbing group was observed. With GCL lipase, a remarkable turnover of enantioselectivity from preferred acetylation of (R)-enantiomers in 6, 11, 15 to (S)-enantiomer of 19 was observed, indicating that relative steric requirements of the distant perturbing groups in the latter do not control the enantioselective bias. The herewith reported results are correlated with the previously observed stereoselective acetylation of (S)-sec-alcohols (3S,7S)-trans-3,4,5,6,9,10-octahydro-7,14,16-trihydroxy-3-methyl-1H-2- benzoxacyclotetradecene-1-one (1) and (3S,7S)-3,4,5, 6,9,10,11,12-decahydro-7,14,16-trihydroxy-3-methyl-1H-2-benzoxa- cyclotetradecane-1-one (3), macrocyclic derivatives of resorcyllic acid, and also with the results of MM2 calculations for some low energy conformations.
- Ljubovic, Edina,Sunjic, Vitomir
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