Half-sandwich (η5-Cp*)Rh(III) complexes of pyrazolated organo-sulfur/selenium/tellurium ligands: efficient catalysts for base/solvent free C-N coupling of chloroarenes under aerobic conditions was written by Sharma, Charu;Srivastava, Avinash Kumar;Sharma, Kamal Nayan;Joshi, Raj Kumar. And the article was included in Organic & Biomolecular Chemistry in 2020.SDS of cas: 10282-32-3 This article mentions the following:
Three new pyrazolated chalcogenoether ligated Rh(III) half-sandwich complexes [Cp*RhCl(PhECH2CH2Pz-Br)] (1–3; Pz-Br = 4-bromo-1-pyrazolyl-κN2; E = S, Se, Te) were synthesized by the thermal reaction of chalcogenoether (S, Se and Te) substituted 1H-pyrazole ligands (L1-L3) and [(η5-C5Me5)RhCl]2 in methanol. The complexes were fully characterized by various spectroscopic techniques, and the mol. structures of complexes 1 and 2 were also established through single crystal X-ray crystallog. anal., which indicates a pseudo-octahedral half-sandwich piano-stool geometry around the rhodium metal. All three complexes were found to be thermally stable and insensitive towards air and moisture. One mol% of Rh(III) complexes 1–3 along with 10 mol% of Cu(OAc)2 were explored for the Buchwald-Hartwig type C-N coupling reactions of amine and aryl chloride. Good to excellent yields (89-92%) of the coupling products were obtained with seleno- and thio-ether functionalized pyrazolated Rh(III) complexes (1 and 2), while an average yield (39%) was obtained with the telluro-ether functionalized complex (3). In contrast to the previously reported C-N coupling reactions the present reaction works under solvent- and base-free conditions, and the coupling reaction is accomplished in just 6 h with a high yield of the coupling product. The present methodol. was also found to be efficient for a wide variety of functionalized aryl halides, and aliphatic or aromatic amines (1° and 2°). Moreover, the reaction also enables the C-N coupling of electron-withdrawing substrates and base-sensitive functionalities. In the experiment, the researchers used many compounds, for example, 4-(Benzylamino)benzonitrile (cas: 10282-32-3SDS of cas: 10282-32-3).
4-(Benzylamino)benzonitrile (cas: 10282-32-3) belongs to nitriles. Nitrile carbon shifts are in the range of 115–125 ppm whereas in isonitriles the shifts are around 155–165 ppm. Nitriles are susceptible to hydrogenation over diverse metal catalysts. The reaction can afford either the primary amine (RCH2NH2) or the tertiary amine ((RCH2)3N), depending on conditions.SDS of cas: 10282-32-3
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts