Category: 863659-89-6

Hyun, Myung Ho et al. published their research in Bulletin of the Korean Chemical Society in 2006 | CAS: 863659-89-6

(S)-[2,3′:1′,1”:3”,2”’-Quaternaphthalene]-2′,2”-diol (cas: 863659-89-6) belongs to alcohols. Alkyl halides are often synthesized from alcohols, in effect substituting a halogen atom for the hydroxyl group. Tertiary alcohols cannot be oxidized at all without breaking carbon-carbon bonds, whereas primary alcohols can be oxidized to aldehydes or further oxidized to carboxylic acids.Quality Control of (S)-[2,3′:1′,1”:3”,2”’-Quaternaphthalene]-2′,2”-diol

Preparation of a new chiral stationary phase based on (2S,3S)-O,O’-bis-(10-undecenoyl)-N,N’-bis-(3,5-dinitrobenzoyl)-2,3-diamino-1,4-butanediol and its application for the liquid chromatographic resolution of enantiomers was written by Hyun, Myung Ho;Boo, Chang Jin;Choi, Hee Jung;Kim, Yun Kyoung;Kang, Bu Sung;Ha, Hyun Ju;Choi, Min Ki;Tan, Guanghui. And the article was included in Bulletin of the Korean Chemical Society in 2006.Quality Control of (S)-[2,3′:1′,1”:3”,2”’-Quaternaphthalene]-2′,2”-diol This article mentions the following:

A new liquid chromatog. chiral stationary phase based on (2S,3S)-O,O’-bis-(10-undecenoyl)-N,N’-bis-(3,5-dinitrobenzoyl)-2,3-diamino-1,4-butanediol was prepared starting from (2R,3R)-1,4-bis(benzyloxy)-2,3-butanediol. The new chiral stationary phase was applied to the resolution of racemic anilide derivatives of N-acetyl-伪-amino acids, 1,1′-bi-2-naphthol and 3,3′-diaryl-1,1′-bi-2-naphthols. It was also applied to the resolution of some chiral drugs including bendroflumethiazide, naproxen and alminoprofen. In every case, the chiral recognition efficiency of the new CSP was quite excellent. In the experiment, the researchers used many compounds, for example, (S)-[2,3′:1′,1”:3”,2”’-Quaternaphthalene]-2′,2”-diol (cas: 863659-89-6Quality Control of (S)-[2,3′:1′,1”:3”,2”’-Quaternaphthalene]-2′,2”-diol).

(S)-[2,3′:1′,1”:3”,2”’-Quaternaphthalene]-2′,2”-diol (cas: 863659-89-6) belongs to alcohols. Alkyl halides are often synthesized from alcohols, in effect substituting a halogen atom for the hydroxyl group. Tertiary alcohols cannot be oxidized at all without breaking carbon-carbon bonds, whereas primary alcohols can be oxidized to aldehydes or further oxidized to carboxylic acids.Quality Control of (S)-[2,3′:1′,1”:3”,2”’-Quaternaphthalene]-2′,2”-diol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Berkessel, Albrecht et al. published their research in Organometallics in 2011 | CAS: 863659-89-6

(S)-[2,3′:1′,1”:3”,2”’-Quaternaphthalene]-2′,2”-diol (cas: 863659-89-6) belongs to alcohols. Alkyl halides are often synthesized from alcohols, in effect substituting a halogen atom for the hydroxyl group. Tertiary alcohols cannot be oxidized at all without breaking carbon-carbon bonds, whereas primary alcohols can be oxidized to aldehydes or further oxidized to carboxylic acids.Application In Synthesis of (S)-[2,3′:1′,1”:3”,2”’-Quaternaphthalene]-2′,2”-diol

Light-induced enantioselective hydrogenation using chiral derivatives of Casey’s iron-cyclopentadienone catalyst was written by Berkessel, Albrecht;Reichau, Sebastian;von der Hoeh, Adrian;Leconte, Nicolas;Neudorfl, Joerg-M.. And the article was included in Organometallics in 2011.Application In Synthesis of (S)-[2,3′:1′,1”:3”,2”’-Quaternaphthalene]-2′,2”-diol This article mentions the following:

Iron cyclopentadienone half-sandwich complexes I [8a–e; R = H, Me, Ph, 2-naphthyl, 3,5-(CF3)2C6H3] and an (R)-enantiomer of 8a, ent-8a, containing chiral (S)- and (R)-MonoPhos ligands, chirally modified Casey’s catalysts, were prepared by Me3NO- or photolysis-induced substitution of the parent tricarbonyl complex, [[畏4-O(CH2)2(C:CSiMe3)2C:O]Fe(CO)3] (7) with the chiral phosphoramidite ligands. Crystal structures of 8a and 8c were determined The complexes 8a–e and ent-8a catalyze asym. hydrogenation of acetophenone into (S)- and (R)-1-phenylethanol, resp., with 90% yields and up to 32% ee, the reaction being induced by UV irradiation Photolysis was also used to convert the dicarbonyl phosphoramidite complexes 8 to the coordinatively unsaturated monocarbonyl complexes, which are intermediates in the catalytic cycle of ketone hydrogenation. Hydrogen uptake by the latter species affords the “loaded” diastereomeric hydrides [[畏5-O(CH2)2(C:CSiMe3)2COH]Fe(CO)(L*)] [10, 11; L* = unsubstituted (S)-MonoPhos] and an achiral hydride [[畏5-O(CH2)2(C:CSiMe3)2COH]Fe(CO)2] (6), as evidenced by 1H NMR spectroscopy. Thus, the preparation of sensitive iron hydrides by the typically low-yielding Hieber reaction could be avoided. Instead, the catalytic cycle is accessed from air-stable carbonyl precursors. In the hydridic form of the phosphoramidite-carbonyl catalysts, the iron atom itself becomes a stereocenter. NMR spectroscopy confirmed the generation of two hydride diastereomers. With the MonoPhos iron dicarbonyl complex, moderate enantioselectivity (up to 31% ee) was achieved in the hydrogenation of acetophenone. In the experiment, the researchers used many compounds, for example, (S)-[2,3′:1′,1”:3”,2”’-Quaternaphthalene]-2′,2”-diol (cas: 863659-89-6Application In Synthesis of (S)-[2,3′:1′,1”:3”,2”’-Quaternaphthalene]-2′,2”-diol).

(S)-[2,3′:1′,1”:3”,2”’-Quaternaphthalene]-2′,2”-diol (cas: 863659-89-6) belongs to alcohols. Alkyl halides are often synthesized from alcohols, in effect substituting a halogen atom for the hydroxyl group. Tertiary alcohols cannot be oxidized at all without breaking carbon-carbon bonds, whereas primary alcohols can be oxidized to aldehydes or further oxidized to carboxylic acids.Application In Synthesis of (S)-[2,3′:1′,1”:3”,2”’-Quaternaphthalene]-2′,2”-diol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Hyun, Myung Ho et al. published their research in Bulletin of the Korean Chemical Society in 2006 | CAS: 863659-89-6

(S)-[2,3′:1′,1”:3”,2”’-Quaternaphthalene]-2′,2”-diol (cas: 863659-89-6) belongs to alcohols. Alkyl halides are often synthesized from alcohols, in effect substituting a halogen atom for the hydroxyl group. Tertiary alcohols cannot be oxidized at all without breaking carbon-carbon bonds, whereas primary alcohols can be oxidized to aldehydes or further oxidized to carboxylic acids.Quality Control of (S)-[2,3′:1′,1”:3”,2”’-Quaternaphthalene]-2′,2”-diol

Preparation of a new chiral stationary phase based on (2S,3S)-O,O’-bis-(10-undecenoyl)-N,N’-bis-(3,5-dinitrobenzoyl)-2,3-diamino-1,4-butanediol and its application for the liquid chromatographic resolution of enantiomers was written by Hyun, Myung Ho;Boo, Chang Jin;Choi, Hee Jung;Kim, Yun Kyoung;Kang, Bu Sung;Ha, Hyun Ju;Choi, Min Ki;Tan, Guanghui. And the article was included in Bulletin of the Korean Chemical Society in 2006.Quality Control of (S)-[2,3′:1′,1”:3”,2”’-Quaternaphthalene]-2′,2”-diol This article mentions the following:

A new liquid chromatog. chiral stationary phase based on (2S,3S)-O,O’-bis-(10-undecenoyl)-N,N’-bis-(3,5-dinitrobenzoyl)-2,3-diamino-1,4-butanediol was prepared starting from (2R,3R)-1,4-bis(benzyloxy)-2,3-butanediol. The new chiral stationary phase was applied to the resolution of racemic anilide derivatives of N-acetyl-α-amino acids, 1,1′-bi-2-naphthol and 3,3′-diaryl-1,1′-bi-2-naphthols. It was also applied to the resolution of some chiral drugs including bendroflumethiazide, naproxen and alminoprofen. In every case, the chiral recognition efficiency of the new CSP was quite excellent. In the experiment, the researchers used many compounds, for example, (S)-[2,3′:1′,1”:3”,2”’-Quaternaphthalene]-2′,2”-diol (cas: 863659-89-6Quality Control of (S)-[2,3′:1′,1”:3”,2”’-Quaternaphthalene]-2′,2”-diol).

(S)-[2,3′:1′,1”:3”,2”’-Quaternaphthalene]-2′,2”-diol (cas: 863659-89-6) belongs to alcohols. Alkyl halides are often synthesized from alcohols, in effect substituting a halogen atom for the hydroxyl group. Tertiary alcohols cannot be oxidized at all without breaking carbon-carbon bonds, whereas primary alcohols can be oxidized to aldehydes or further oxidized to carboxylic acids.Quality Control of (S)-[2,3′:1′,1”:3”,2”’-Quaternaphthalene]-2′,2”-diol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Berkessel, Albrecht et al. published their research in Organometallics in 2011 | CAS: 863659-89-6

(S)-[2,3′:1′,1”:3”,2”’-Quaternaphthalene]-2′,2”-diol (cas: 863659-89-6) belongs to alcohols. Alkyl halides are often synthesized from alcohols, in effect substituting a halogen atom for the hydroxyl group. Tertiary alcohols cannot be oxidized at all without breaking carbon-carbon bonds, whereas primary alcohols can be oxidized to aldehydes or further oxidized to carboxylic acids.Application In Synthesis of (S)-[2,3′:1′,1”:3”,2”’-Quaternaphthalene]-2′,2”-diol

Light-induced enantioselective hydrogenation using chiral derivatives of Casey’s iron-cyclopentadienone catalyst was written by Berkessel, Albrecht;Reichau, Sebastian;von der Hoeh, Adrian;Leconte, Nicolas;Neudorfl, Joerg-M.. And the article was included in Organometallics in 2011.Application In Synthesis of (S)-[2,3′:1′,1”:3”,2”’-Quaternaphthalene]-2′,2”-diol This article mentions the following:

Iron cyclopentadienone half-sandwich complexes I [8a–e; R = H, Me, Ph, 2-naphthyl, 3,5-(CF3)2C6H3] and an (R)-enantiomer of 8a, ent-8a, containing chiral (S)- and (R)-MonoPhos ligands, chirally modified Casey’s catalysts, were prepared by Me3NO- or photolysis-induced substitution of the parent tricarbonyl complex, [[η4-O(CH2)2(C:CSiMe3)2C:O]Fe(CO)3] (7) with the chiral phosphoramidite ligands. Crystal structures of 8a and 8c were determined The complexes 8a–e and ent-8a catalyze asym. hydrogenation of acetophenone into (S)- and (R)-1-phenylethanol, resp., with 90% yields and up to 32% ee, the reaction being induced by UV irradiation Photolysis was also used to convert the dicarbonyl phosphoramidite complexes 8 to the coordinatively unsaturated monocarbonyl complexes, which are intermediates in the catalytic cycle of ketone hydrogenation. Hydrogen uptake by the latter species affords the “loaded” diastereomeric hydrides [[η5-O(CH2)2(C:CSiMe3)2COH]Fe(CO)(L*)] [10, 11; L* = unsubstituted (S)-MonoPhos] and an achiral hydride [[η5-O(CH2)2(C:CSiMe3)2COH]Fe(CO)2] (6), as evidenced by 1H NMR spectroscopy. Thus, the preparation of sensitive iron hydrides by the typically low-yielding Hieber reaction could be avoided. Instead, the catalytic cycle is accessed from air-stable carbonyl precursors. In the hydridic form of the phosphoramidite-carbonyl catalysts, the iron atom itself becomes a stereocenter. NMR spectroscopy confirmed the generation of two hydride diastereomers. With the MonoPhos iron dicarbonyl complex, moderate enantioselectivity (up to 31% ee) was achieved in the hydrogenation of acetophenone. In the experiment, the researchers used many compounds, for example, (S)-[2,3′:1′,1”:3”,2”’-Quaternaphthalene]-2′,2”-diol (cas: 863659-89-6Application In Synthesis of (S)-[2,3′:1′,1”:3”,2”’-Quaternaphthalene]-2′,2”-diol).

(S)-[2,3′:1′,1”:3”,2”’-Quaternaphthalene]-2′,2”-diol (cas: 863659-89-6) belongs to alcohols. Alkyl halides are often synthesized from alcohols, in effect substituting a halogen atom for the hydroxyl group. Tertiary alcohols cannot be oxidized at all without breaking carbon-carbon bonds, whereas primary alcohols can be oxidized to aldehydes or further oxidized to carboxylic acids.Application In Synthesis of (S)-[2,3′:1′,1”:3”,2”’-Quaternaphthalene]-2′,2”-diol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts