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Synthesis and Characterization of Phosphinecarboxamide and Phosphinecarbothioamide, and Their Complexation with Palladium(II) Complex.


ABSTRACT: Reactions of isocyanates/isothiocyanates with primary and secondary phosphines without solvent at room temperature afforded phosphinecarboxamide/phosphinecarbothioamide, respectively, in excellent yields. Furthermore, palladium complex Pd(COD)Cl2 was allowed to react with Ph2PC(O)NHPh (1a) to afford [Pd{Ph2PC(O)NHPh-κP}2Cl2] (3). On the other hand, the reaction of Pd(COD)Cl2 with 1 eq. of Ph2PC(S)NHPh (2a) afforded [PdCl2{Ph2PC(S)NHPh-κP,S}] (4). In the case of a 1:2 molar ratio, [PdCl{Ph2PC(S)NHPh-κP,S}{Ph2PC(S)NHPh-κP}]Cl (5) was formed. The newly obtained compounds were fully characterized using multielement NMR measurements and elemental analyses. In addition, the molecular structures of Ph2PC(O)NH(CH2)2Cl (1j), Ph2PC(S)NHPh(4-Cl) (2c), and 3-5 were determined using single-crystal X-ray diffraction.

SUBMITTER: Itazaki M 

PROVIDER: S-EPMC9457633 | biostudies-literature | 2022 Aug

REPOSITORIES: biostudies-literature

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Synthesis and Characterization of Phosphinecarboxamide and Phosphinecarbothioamide, and Their Complexation with Palladium(II) Complex.

Itazaki Masumi M   Okabayashi Kento K   Matsutani Takanari T   Nochida Tomoya T   Moriuchi Toshiyuki T   Nakazawa Hiroshi H  

Molecules (Basel, Switzerland) 20220829 17


Reactions of isocyanates/isothiocyanates with primary and secondary phosphines without solvent at room temperature afforded phosphinecarboxamide/phosphinecarbothioamide, respectively, in excellent yields. Furthermore, palladium complex Pd(COD)Cl<sub>2</sub> was allowed to react with Ph<sub>2</sub>PC(O)NHPh (<b>1a</b>) to afford [Pd{Ph<sub>2</sub>PC(O)NHPh-κ<i>P</i>}<sub>2</sub>Cl<sub>2</sub>] (<b>3</b>). On the other hand, the reaction of Pd(COD)Cl<sub>2</sub> with 1 eq. of Ph<sub>2</sub>PC(S)NH  ...[more]

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