Acyclic diaminocarbene complexes of palladium obtained by intermolecular hydroamination of a metal bound isonitrile moiety using secondary amines

Chandan Singh; A.P. Prakasham; Manoj Kumar Gangwar; Raymond J. Butcher; Prasenjit Ghosh

Acyclic diaminocarbene complexes of palladium obtained by intermolecular hydroamination of a metal bound isonitrile moiety using secondary amines

Chandan Singh, A.P. Prakasham, Manoj Kumar Gangwar, Raymond J. Butcher, Prasenjit Ghosh

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

Abstract

A series of palladium complexes supported over acyclic diaminocarbene (ADC) ligands were conveniently obtained by the hydroamination of a metal bound isonitrile moiety. In particular, the hydroamination reaction using various secondary amines namely, pyrrolidine, morpholine and piperidene on a palladium isonitrile derivative, cis-[(2,6-i-Pr₂C₆H₃)NC]₂PdCl₂, yielded the desired palladium acyclic diaminocarbene (ADC) complexes of the type, cis-[(R1NH)(R2)methylidene]PdCl2(CNR1) [R1 = 2,6- i-Pr₂C₆H₃: R2 = NC₄H₈ (1); NC₄H₈O (2); NC₅H₁₀ (3)], under ambient reaction conditions in moderate to good yields (ca. 68- 73%). The structural characterization of the palladium complexes (1-3) attested to the formation of the metal bound acyclic diaminocarbene ligand via an intermolecular hydroamination reaction on the metal bound isonitrile moiety in a palladium precursor complex.

Original language	English
Pages (from-to)	751-758
Number of pages	8
Journal	Journal of the Indian Chemical Society
Volume	95
Publication status	Published - 2018
Externally published	Yes

Bibliographical note

Funding Information:
We thank the Department of Science and Technology (EMR/2014/000254), New Delhi, India, and Council of Scientific and Industrial Research (CSIR) {01(2880)/17/EMR-II} New Delhi, India, for financial support of this research. We gratefully acknowledge Single Crystal X-ray Diffraction Facility, Department of Chemistry, IIT Bombay, Mumbai, India, for the crystallographic characterization data. CS, APP and MKG, thank CSIR, New Delhi, India, for research fellowships.

Publisher Copyright:
© 2018 Scientific Publishers. All rights reserved.

Funding

We thank the Department of Science and Technology (EMR/2014/000254), New Delhi, India, and Council of Scientific and Industrial Research (CSIR) {01(2880)/17/EMR-II} New Delhi, India, for financial support of this research. We gratefully acknowledge Single Crystal X-ray Diffraction Facility, Department of Chemistry, IIT Bombay, Mumbai, India, for the crystallographic characterization data. CS, APP and MKG, thank CSIR, New Delhi, India, for research fellowships.

Keywords

Acyclic diaminocarbene complexes (ADCs)
Hydroamination
Isonitrile
Palladium
Secondary amines

Cite this

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title = "Acyclic diaminocarbene complexes of palladium obtained by intermolecular hydroamination of a metal bound isonitrile moiety using secondary amines",

abstract = "A series of palladium complexes supported over acyclic diaminocarbene (ADC) ligands were conveniently obtained by the hydroamination of a metal bound isonitrile moiety. In particular, the hydroamination reaction using various secondary amines namely, pyrrolidine, morpholine and piperidene on a palladium isonitrile derivative, cis-[(2,6-i-Pr2C6H3)NC]2PdCl2, yielded the desired palladium acyclic diaminocarbene (ADC) complexes of the type, cis-[(R1NH)(R2)methylidene]PdCl2(CNR1) [R1 = 2,6- i-Pr2C6H3: R2 = NC4H8 (1); NC4H8O (2); NC5H10 (3)], under ambient reaction conditions in moderate to good yields (ca. 68- 73%). The structural characterization of the palladium complexes (1-3) attested to the formation of the metal bound acyclic diaminocarbene ligand via an intermolecular hydroamination reaction on the metal bound isonitrile moiety in a palladium precursor complex.",

keywords = "Acyclic diaminocarbene complexes (ADCs), Hydroamination, Isonitrile, Palladium, Secondary amines",

author = "Chandan Singh and A.P. Prakasham and Gangwar, {Manoj Kumar} and Butcher, {Raymond J.} and Prasenjit Ghosh",

note = "Funding Information: We thank the Department of Science and Technology (EMR/2014/000254), New Delhi, India, and Council of Scientific and Industrial Research (CSIR) {01(2880)/17/EMR-II} New Delhi, India, for financial support of this research. We gratefully acknowledge Single Crystal X-ray Diffraction Facility, Department of Chemistry, IIT Bombay, Mumbai, India, for the crystallographic characterization data. CS, APP and MKG, thank CSIR, New Delhi, India, for research fellowships. Publisher Copyright: {\textcopyright} 2018 Scientific Publishers. All rights reserved.",

year = "2018",

language = "English",

volume = "95",

pages = "751--758",

journal = "Journal of the Indian Chemical Society",

issn = "0019-4522",

publisher = "Elsevier B.V.",

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T1 - Acyclic diaminocarbene complexes of palladium obtained by intermolecular hydroamination of a metal bound isonitrile moiety using secondary amines

AU - Singh, Chandan

AU - Prakasham, A.P.

AU - Gangwar, Manoj Kumar

AU - Butcher, Raymond J.

AU - Ghosh, Prasenjit

N1 - Funding Information: We thank the Department of Science and Technology (EMR/2014/000254), New Delhi, India, and Council of Scientific and Industrial Research (CSIR) {01(2880)/17/EMR-II} New Delhi, India, for financial support of this research. We gratefully acknowledge Single Crystal X-ray Diffraction Facility, Department of Chemistry, IIT Bombay, Mumbai, India, for the crystallographic characterization data. CS, APP and MKG, thank CSIR, New Delhi, India, for research fellowships. Publisher Copyright: © 2018 Scientific Publishers. All rights reserved.

PY - 2018

Y1 - 2018

N2 - A series of palladium complexes supported over acyclic diaminocarbene (ADC) ligands were conveniently obtained by the hydroamination of a metal bound isonitrile moiety. In particular, the hydroamination reaction using various secondary amines namely, pyrrolidine, morpholine and piperidene on a palladium isonitrile derivative, cis-[(2,6-i-Pr2C6H3)NC]2PdCl2, yielded the desired palladium acyclic diaminocarbene (ADC) complexes of the type, cis-[(R1NH)(R2)methylidene]PdCl2(CNR1) [R1 = 2,6- i-Pr2C6H3: R2 = NC4H8 (1); NC4H8O (2); NC5H10 (3)], under ambient reaction conditions in moderate to good yields (ca. 68- 73%). The structural characterization of the palladium complexes (1-3) attested to the formation of the metal bound acyclic diaminocarbene ligand via an intermolecular hydroamination reaction on the metal bound isonitrile moiety in a palladium precursor complex.

AB - A series of palladium complexes supported over acyclic diaminocarbene (ADC) ligands were conveniently obtained by the hydroamination of a metal bound isonitrile moiety. In particular, the hydroamination reaction using various secondary amines namely, pyrrolidine, morpholine and piperidene on a palladium isonitrile derivative, cis-[(2,6-i-Pr2C6H3)NC]2PdCl2, yielded the desired palladium acyclic diaminocarbene (ADC) complexes of the type, cis-[(R1NH)(R2)methylidene]PdCl2(CNR1) [R1 = 2,6- i-Pr2C6H3: R2 = NC4H8 (1); NC4H8O (2); NC5H10 (3)], under ambient reaction conditions in moderate to good yields (ca. 68- 73%). The structural characterization of the palladium complexes (1-3) attested to the formation of the metal bound acyclic diaminocarbene ligand via an intermolecular hydroamination reaction on the metal bound isonitrile moiety in a palladium precursor complex.

KW - Acyclic diaminocarbene complexes (ADCs)

KW - Hydroamination

KW - Isonitrile

KW - Palladium

KW - Secondary amines

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M3 - Article

AN - SCOPUS:85056573207

SN - 0019-4522

VL - 95

SP - 751

EP - 758

JO - Journal of the Indian Chemical Society

JF - Journal of the Indian Chemical Society

ER -

Acyclic diaminocarbene complexes of palladium obtained by intermolecular hydroamination of a metal bound isonitrile moiety using secondary amines

Abstract

Bibliographical note

Funding

Keywords

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