Preparation of acyl(carboxylato)bis(tertiary phosphine)palladium(II) complexes by C-O bond cleavage of carboxylic anhydrides on interaction with palladium(0) complexes. Catalytic hydrogenation of carboxylic anhydrides to aldehydes by palladium complexes

Kazuhiro Nagayama; Futoshi Kawataka; Masato Sakamoto; Isao Shimizu; Akio Yamamoto

Preparation of acyl(carboxylato)bis(tertiary phosphine)palladium(II) complexes by C-O bond cleavage of carboxylic anhydrides on interaction with palladium(0) complexes. Catalytic hydrogenation of carboxylic anhydrides to aldehydes by palladium complexes

Kazuhiro Nagayama, Futoshi Kawataka, Masato Sakamoto, Isao Shimizu, Akio Yamamoto^*

^*Corresponding author for this work

Waseda University

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30 Citations (Scopus)

Abstract

Acyclic anhydrides oxidatively added to [Pd(styrene)(PMeR₂)₂] (R = Me, 2a; Ph, 2b) under mild conditions with C-O bond cleavage to give the corresponding trans-acyl(carboxylato)palladium complexes 3a-3h. Cyclic acid arthydrides also added to 2a to yield trans-acyl(carboxylato)palladium complexes 4a-4c, while reaction of 2a with phthalic anhydride afforded the palladalactone 4d generated via oxidative addition followed by decarbonylation. The acetyl(acetato)palladium complex 3a reacted with dihydrogen or formic acid to give acetaldehyde and acetic acid. Catalytic hydrogenation of acyclic anhydrides by a palladium complex was achieved to form the corresponding aldehydes and carboxylic acids.

Original language	English
Pages (from-to)	573-580
Number of pages	8
Journal	Bulletin of the Chemical Society of Japan
Volume	72
Issue number	3
Publication status	Published - 1999 Mar

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Nagayama, K., Kawataka, F., Sakamoto, M., Shimizu, I., & Yamamoto, A. (1999). Preparation of acyl(carboxylato)bis(tertiary phosphine)palladium(II) complexes by C-O bond cleavage of carboxylic anhydrides on interaction with palladium(0) complexes. Catalytic hydrogenation of carboxylic anhydrides to aldehydes by palladium complexes. Bulletin of the Chemical Society of Japan, 72(3), 573-580.

Preparation of acyl(carboxylato)bis(tertiary phosphine)palladium(II) complexes by C-O bond cleavage of carboxylic anhydrides on interaction with palladium(0) complexes. Catalytic hydrogenation of carboxylic anhydrides to aldehydes by palladium complexes. / Nagayama, Kazuhiro; Kawataka, Futoshi; Sakamoto, Masato et al.
In: Bulletin of the Chemical Society of Japan, Vol. 72, No. 3, 03.1999, p. 573-580.

Research output: Contribution to journal › Article › peer-review

Nagayama, K, Kawataka, F, Sakamoto, M, Shimizu, I & Yamamoto, A 1999, 'Preparation of acyl(carboxylato)bis(tertiary phosphine)palladium(II) complexes by C-O bond cleavage of carboxylic anhydrides on interaction with palladium(0) complexes. Catalytic hydrogenation of carboxylic anhydrides to aldehydes by palladium complexes', Bulletin of the Chemical Society of Japan, vol. 72, no. 3, pp. 573-580.

Nagayama K, Kawataka F, Sakamoto M, Shimizu I, Yamamoto A. Preparation of acyl(carboxylato)bis(tertiary phosphine)palladium(II) complexes by C-O bond cleavage of carboxylic anhydrides on interaction with palladium(0) complexes. Catalytic hydrogenation of carboxylic anhydrides to aldehydes by palladium complexes. Bulletin of the Chemical Society of Japan. 1999 Mar;72(3):573-580.

Nagayama, Kazuhiro ; Kawataka, Futoshi ; Sakamoto, Masato et al. / Preparation of acyl(carboxylato)bis(tertiary phosphine)palladium(II) complexes by C-O bond cleavage of carboxylic anhydrides on interaction with palladium(0) complexes. Catalytic hydrogenation of carboxylic anhydrides to aldehydes by palladium complexes. In: Bulletin of the Chemical Society of Japan. 1999 ; Vol. 72, No. 3. pp. 573-580.

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title = "Preparation of acyl(carboxylato)bis(tertiary phosphine)palladium(II) complexes by C-O bond cleavage of carboxylic anhydrides on interaction with palladium(0) complexes. Catalytic hydrogenation of carboxylic anhydrides to aldehydes by palladium complexes",

abstract = "Acyclic anhydrides oxidatively added to [Pd(styrene)(PMeR2)2] (R = Me, 2a; Ph, 2b) under mild conditions with C-O bond cleavage to give the corresponding trans-acyl(carboxylato)palladium complexes 3a-3h. Cyclic acid arthydrides also added to 2a to yield trans-acyl(carboxylato)palladium complexes 4a-4c, while reaction of 2a with phthalic anhydride afforded the palladalactone 4d generated via oxidative addition followed by decarbonylation. The acetyl(acetato)palladium complex 3a reacted with dihydrogen or formic acid to give acetaldehyde and acetic acid. Catalytic hydrogenation of acyclic anhydrides by a palladium complex was achieved to form the corresponding aldehydes and carboxylic acids.",

author = "Kazuhiro Nagayama and Futoshi Kawataka and Masato Sakamoto and Isao Shimizu and Akio Yamamoto",

year = "1999",

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pages = "573--580",

journal = "Bulletin of the Chemical Society of Japan",

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T1 - Preparation of acyl(carboxylato)bis(tertiary phosphine)palladium(II) complexes by C-O bond cleavage of carboxylic anhydrides on interaction with palladium(0) complexes. Catalytic hydrogenation of carboxylic anhydrides to aldehydes by palladium complexes

AU - Nagayama, Kazuhiro

AU - Kawataka, Futoshi

AU - Sakamoto, Masato

AU - Shimizu, Isao

AU - Yamamoto, Akio

PY - 1999/3

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N2 - Acyclic anhydrides oxidatively added to [Pd(styrene)(PMeR2)2] (R = Me, 2a; Ph, 2b) under mild conditions with C-O bond cleavage to give the corresponding trans-acyl(carboxylato)palladium complexes 3a-3h. Cyclic acid arthydrides also added to 2a to yield trans-acyl(carboxylato)palladium complexes 4a-4c, while reaction of 2a with phthalic anhydride afforded the palladalactone 4d generated via oxidative addition followed by decarbonylation. The acetyl(acetato)palladium complex 3a reacted with dihydrogen or formic acid to give acetaldehyde and acetic acid. Catalytic hydrogenation of acyclic anhydrides by a palladium complex was achieved to form the corresponding aldehydes and carboxylic acids.

AB - Acyclic anhydrides oxidatively added to [Pd(styrene)(PMeR2)2] (R = Me, 2a; Ph, 2b) under mild conditions with C-O bond cleavage to give the corresponding trans-acyl(carboxylato)palladium complexes 3a-3h. Cyclic acid arthydrides also added to 2a to yield trans-acyl(carboxylato)palladium complexes 4a-4c, while reaction of 2a with phthalic anhydride afforded the palladalactone 4d generated via oxidative addition followed by decarbonylation. The acetyl(acetato)palladium complex 3a reacted with dihydrogen or formic acid to give acetaldehyde and acetic acid. Catalytic hydrogenation of acyclic anhydrides by a palladium complex was achieved to form the corresponding aldehydes and carboxylic acids.

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Preparation of acyl(carboxylato)bis(tertiary phosphine)palladium(II) complexes by C-O bond cleavage of carboxylic anhydrides on interaction with palladium(0) complexes. Catalytic hydrogenation of carboxylic anhydrides to aldehydes by palladium complexes

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