{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,26]],"date-time":"2025-10-26T21:20:18Z","timestamp":1761513618001,"version":"build-2065373602"},"reference-count":85,"publisher":"Wiley","issue":"3","license":[{"start":{"date-parts":[[2015,4,13]],"date-time":"2015-04-13T00:00:00Z","timestamp":1428883200000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["ChemNanoMat"],"published-print":{"date-parts":[[2015,7]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>(<jats:italic>S<\/jats:italic>)\u20106\u2010(4\u2010(Methoxycarbonyl)phenyl)\u20101,1\u2032\u2010bis\u20102\u2010naphthol, a chiral 1,1\u2032\u2010bis\u20102\u2010naphthol (BINOL) derivative, was prepared via Suzuki C\u2212C coupling and immobilized onto diamine\u2010functionalized multiwalled carbon nanotubes. The BINOL was first derivatized with a carboxylic acid, capable of forming an amide linkage with the amine\u2013carbon nanotube modified surface. The 4\u2010methoxyphenylboronic acid was replaced by 3\u2010fluoro\u20104\u2010(methoxycarbonyl)phenylboronic acid and (<jats:italic>S<\/jats:italic>)\u20106\u2010(3\u2010fluoro\u20104\u2010(methoxycarbonyl)phenyl)\u20101,1\u2032\u2010bis\u20102\u2010naphthol was obtained and used as a probe to better quantify the organic material. It was found that in the hybrid material, 1\/3 of amine groups have been transformed into the corresponding amide (<jats:italic>S<\/jats:italic>)\u2010BINOL derivative. The chemical and electronic integrity of the chiral BINOL ligand is maintained after the ligand immobilization. Evaluation in diethyl zinc and Ti(O<jats:italic>i<\/jats:italic>Pr)<jats:sub>4<\/jats:sub>\u2010catalyzed alkylation of benzaldehyde showed that both methoxycarbonylphenyl and fluoromethoxycarbonylphenyl BINOL moieties do not significantly influence the catalytic activity or selectivity of the process. However, when hybrid materials were used, similar activities were obtained, but with lower enantioselectivities. This result could be due to a competitive alkylation reaction occurring on the carbon surface or by the constraint caused by the ligand proximity on the support surface.<\/jats:p>","DOI":"10.1002\/cnma.201500028","type":"journal-article","created":{"date-parts":[[2015,4,13]],"date-time":"2015-04-13T02:50:47Z","timestamp":1428893447000},"page":"178-187","source":"Crossref","is-referenced-by-count":6,"title":["(<i>S<\/i>)\u2010BINOL Immobilized onto Multiwalled Carbon Nanotubes through Covalent Linkage: A New Approach for Hybrid Nanomaterials Characterization"],"prefix":"10.1002","volume":"1","author":[{"given":"Carlos J. 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