Synthesis, characterization and structure of new diazoketiminato chelates of palladium(II): Potential catalyst for C-C coupling reactions

Jahar Lal Pratihar; Poulami Pattanayak; Debprasad Patra; Chia Her Lin; Surajit Chattopadhyay

doi:10.1016/j.poly.2011.11.026

Synthesis, characterization and structure of new diazoketiminato chelates of palladium(II): Potential catalyst for C-C coupling reactions

Jahar Lal Pratihar
, Poulami Pattanayak
, Debprasad Patra
, Chia Her Lin
, Surajit Chattopadhyay^*

^*Corresponding author for this work

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

26 Citations (Scopus)

Abstract

The 1N-(N,N-diethylaminoethyl)-2-arylazoaniline, HL [where HL = ArN = NC ₆H ₄N(H){C ₂H ₄N(C ₂H ₅) ₂}; Ar = C ₆H ₅ (for HL ¹), p-MeC ₆H ₄ (for HL ²) or p-ClC ₆H ₄ (for HL ³)], ligands were prepared by treating the appropriate 2-(arylazo)aniline with 2-bromo-N,N-diethylethanamine. Reactions of Na ₂PdCl ₄ with HL afforded the [(L)PdCl] complexes. HL binds palladium(II) in a tridentate fashion (N,N,N), forming a new diazoketiminato chelate. The X-ray structure of [(L ³)PdCl] was determined to confirm the characterization. The newly synthesized complex [(L ¹)PdCl] was utilized to carry out Suzuki and Heck reactions for a variety of substrates.

Original language	English
Pages (from-to)	67-73
Number of pages	7
Journal	Polyhedron
Volume	33
Issue number	1
DOIs	https://doi.org/10.1016/j.poly.2011.11.026
Publication status	Published - 2012 Feb 9
Externally published	Yes

Keywords

1N-(N,N-diethylaminoethyl)-2-arylazoaniline
Diazoketiminato chelate
Palladium(II)
Suzuki and Heck reaction

ASJC Scopus subject areas

Physical and Theoretical Chemistry
Inorganic Chemistry
Materials Chemistry

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title = "Synthesis, characterization and structure of new diazoketiminato chelates of palladium(II): Potential catalyst for C-C coupling reactions",

abstract = "The 1N-(N,N-diethylaminoethyl)-2-arylazoaniline, HL [where HL = ArN = NC 6H 4N(H)\{C 2H 4N(C 2H 5) 2\}; Ar = C 6H 5 (for HL 1), p-MeC 6H 4 (for HL 2) or p-ClC 6H 4 (for HL 3)], ligands were prepared by treating the appropriate 2-(arylazo)aniline with 2-bromo-N,N-diethylethanamine. Reactions of Na 2PdCl 4 with HL afforded the [(L)PdCl] complexes. HL binds palladium(II) in a tridentate fashion (N,N,N), forming a new diazoketiminato chelate. The X-ray structure of [(L 3)PdCl] was determined to confirm the characterization. The newly synthesized complex [(L 1)PdCl] was utilized to carry out Suzuki and Heck reactions for a variety of substrates.",

keywords = "1N-(N,N-diethylaminoethyl)-2-arylazoaniline, Diazoketiminato chelate, Palladium(II), Suzuki and Heck reaction",

author = "Pratihar, \{Jahar Lal\} and Poulami Pattanayak and Debprasad Patra and Lin, \{Chia Her\} and Surajit Chattopadhyay",

note = "Funding Information: We are thankful to the DST (New Delhi) for funding under DST-SERC project (SR/S1/IC-0026/2007). The necessary laboratory and infrastructural facility are provided by the Department of Chemistry, University of Kalyani. The support of DST under the FIST program to the Department of Chemistry, University of Kalyani is acknowledged. ",

year = "2012",

month = feb,

day = "9",

doi = "10.1016/j.poly.2011.11.026",

language = "English",

volume = "33",

pages = "67--73",

journal = "Polyhedron",

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T2 - Potential catalyst for C-C coupling reactions

AU - Pratihar, Jahar Lal

AU - Pattanayak, Poulami

AU - Patra, Debprasad

AU - Lin, Chia Her

AU - Chattopadhyay, Surajit

N1 - Funding Information: We are thankful to the DST (New Delhi) for funding under DST-SERC project (SR/S1/IC-0026/2007). The necessary laboratory and infrastructural facility are provided by the Department of Chemistry, University of Kalyani. The support of DST under the FIST program to the Department of Chemistry, University of Kalyani is acknowledged.

PY - 2012/2/9

Y1 - 2012/2/9

N2 - The 1N-(N,N-diethylaminoethyl)-2-arylazoaniline, HL [where HL = ArN = NC 6H 4N(H){C 2H 4N(C 2H 5) 2}; Ar = C 6H 5 (for HL 1), p-MeC 6H 4 (for HL 2) or p-ClC 6H 4 (for HL 3)], ligands were prepared by treating the appropriate 2-(arylazo)aniline with 2-bromo-N,N-diethylethanamine. Reactions of Na 2PdCl 4 with HL afforded the [(L)PdCl] complexes. HL binds palladium(II) in a tridentate fashion (N,N,N), forming a new diazoketiminato chelate. The X-ray structure of [(L 3)PdCl] was determined to confirm the characterization. The newly synthesized complex [(L 1)PdCl] was utilized to carry out Suzuki and Heck reactions for a variety of substrates.

AB - The 1N-(N,N-diethylaminoethyl)-2-arylazoaniline, HL [where HL = ArN = NC 6H 4N(H){C 2H 4N(C 2H 5) 2}; Ar = C 6H 5 (for HL 1), p-MeC 6H 4 (for HL 2) or p-ClC 6H 4 (for HL 3)], ligands were prepared by treating the appropriate 2-(arylazo)aniline with 2-bromo-N,N-diethylethanamine. Reactions of Na 2PdCl 4 with HL afforded the [(L)PdCl] complexes. HL binds palladium(II) in a tridentate fashion (N,N,N), forming a new diazoketiminato chelate. The X-ray structure of [(L 3)PdCl] was determined to confirm the characterization. The newly synthesized complex [(L 1)PdCl] was utilized to carry out Suzuki and Heck reactions for a variety of substrates.

KW - 1N-(N,N-diethylaminoethyl)-2-arylazoaniline

KW - Diazoketiminato chelate

KW - Palladium(II)

KW - Suzuki and Heck reaction

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JO - Polyhedron

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Synthesis, characterization and structure of new diazoketiminato chelates of palladium(II): Potential catalyst for C-C coupling reactions

Abstract

Keywords

ASJC Scopus subject areas

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