Syntheses and Structures of a Series of Acyclic Diaminocarbene Palladium(II) Complexes Derived from 3,4-Diaryl-1 H-pyrrol-2,5-diimines and Bisisocyanide Palladium(II) Complexes

Dina V. Boyarskaya, Evgeny Bulatov, Irina A. Boyarskaya, Tatiana G. Chulkova, Valentin A. Rassadin, Elena G. Tolstopjatova, Ilya E. Kolesnikov, Margarita S. Avdontceva, Taras L. Panikorovskii, Vitalii V. Suslonov, Matti Haukka

Research output

Abstract

Reactions of 3,4-diaryl-1H-pyrrol-2,5-diimines with various bisisocyanide palladium(II) complexes were studied. The coupling proceeds with one isocyanide ligand to accomplish the acyclic diaminocarbene complexes. The structure of generated diaminocarbene complexes depends on bulkiness of isocyanide ligand in the bisisocyanide complexes of palladium(II). The imino-group of 3,4-diaryl-1H-pyrrol-2,5-diimine reacts with one isocyanide ligand of cis-[PdCl2(CN-R)2] (R = i-Pr, Cy, t-Bu, Bn), and the nitrogen atom of the pyrrole ring is coordinated to the palladium center as the second isocyanide ligand remains intact. In the case of cis-[PdCl2(CN-R)2] (R = 2-acyloxyphenyl, 2-sulfonyloxyphenyl), one isocyanide ligand is displaced from the coordination sphere. Structural features of the prepared diaminocarbene complexes have been studied by molecular spectroscopy techniques, cyclic voltammetry, single-crystal X-ray diffraction, and DFT calculations. The photophysical properties of the obtained acyclic diaminocarbene complexes in solution mainly depend on the substituents in the 3,4-diaryl-1H-pyrrol-2,5-diimine moiety.

Original languageEnglish
Pages (from-to)300-309
Number of pages10
JournalOrganometallics
Volume38
Issue number2
Early online date1 Jan 2019
DOIs
Publication statusPublished - 28 Jan 2019

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Palladium
Cyanides
palladium
Ligands
ligands
synthesis
Molecular spectroscopy
molecular spectroscopy
Pyrroles
pyrroles
Discrete Fourier transforms
nitrogen atoms
Cyclic voltammetry
Nitrogen
Single crystals
X ray diffraction
Atoms
rings
single crystals
diffraction

Cite this

Boyarskaya, Dina V. ; Bulatov, Evgeny ; Boyarskaya, Irina A. ; Chulkova, Tatiana G. ; Rassadin, Valentin A. ; Tolstopjatova, Elena G. ; Kolesnikov, Ilya E. ; Avdontceva, Margarita S. ; Panikorovskii, Taras L. ; Suslonov, Vitalii V. ; Haukka, Matti. / Syntheses and Structures of a Series of Acyclic Diaminocarbene Palladium(II) Complexes Derived from 3,4-Diaryl-1 H-pyrrol-2,5-diimines and Bisisocyanide Palladium(II) Complexes. In: Organometallics. 2019 ; Vol. 38, No. 2. pp. 300-309.
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title = "Syntheses and Structures of a Series of Acyclic Diaminocarbene Palladium(II) Complexes Derived from 3,4-Diaryl-1 H-pyrrol-2,5-diimines and Bisisocyanide Palladium(II) Complexes",
abstract = "Reactions of 3,4-diaryl-1H-pyrrol-2,5-diimines with various bisisocyanide palladium(II) complexes were studied. The coupling proceeds with one isocyanide ligand to accomplish the acyclic diaminocarbene complexes. The structure of generated diaminocarbene complexes depends on bulkiness of isocyanide ligand in the bisisocyanide complexes of palladium(II). The imino-group of 3,4-diaryl-1H-pyrrol-2,5-diimine reacts with one isocyanide ligand of cis-[PdCl2(CN-R)2] (R = i-Pr, Cy, t-Bu, Bn), and the nitrogen atom of the pyrrole ring is coordinated to the palladium center as the second isocyanide ligand remains intact. In the case of cis-[PdCl2(CN-R)2] (R = 2-acyloxyphenyl, 2-sulfonyloxyphenyl), one isocyanide ligand is displaced from the coordination sphere. Structural features of the prepared diaminocarbene complexes have been studied by molecular spectroscopy techniques, cyclic voltammetry, single-crystal X-ray diffraction, and DFT calculations. The photophysical properties of the obtained acyclic diaminocarbene complexes in solution mainly depend on the substituents in the 3,4-diaryl-1H-pyrrol-2,5-diimine moiety.",
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author = "Boyarskaya, {Dina V.} and Evgeny Bulatov and Boyarskaya, {Irina A.} and Chulkova, {Tatiana G.} and Rassadin, {Valentin A.} and Tolstopjatova, {Elena G.} and Kolesnikov, {Ilya E.} and Avdontceva, {Margarita S.} and Panikorovskii, {Taras L.} and Suslonov, {Vitalii V.} and Matti Haukka",
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Syntheses and Structures of a Series of Acyclic Diaminocarbene Palladium(II) Complexes Derived from 3,4-Diaryl-1 H-pyrrol-2,5-diimines and Bisisocyanide Palladium(II) Complexes. / Boyarskaya, Dina V.; Bulatov, Evgeny; Boyarskaya, Irina A.; Chulkova, Tatiana G.; Rassadin, Valentin A.; Tolstopjatova, Elena G.; Kolesnikov, Ilya E.; Avdontceva, Margarita S.; Panikorovskii, Taras L.; Suslonov, Vitalii V.; Haukka, Matti.

In: Organometallics, Vol. 38, No. 2, 28.01.2019, p. 300-309.

Research output

TY - JOUR

T1 - Syntheses and Structures of a Series of Acyclic Diaminocarbene Palladium(II) Complexes Derived from 3,4-Diaryl-1 H-pyrrol-2,5-diimines and Bisisocyanide Palladium(II) Complexes

AU - Boyarskaya, Dina V.

AU - Bulatov, Evgeny

AU - Boyarskaya, Irina A.

AU - Chulkova, Tatiana G.

AU - Rassadin, Valentin A.

AU - Tolstopjatova, Elena G.

AU - Kolesnikov, Ilya E.

AU - Avdontceva, Margarita S.

AU - Panikorovskii, Taras L.

AU - Suslonov, Vitalii V.

AU - Haukka, Matti

PY - 2019/1/28

Y1 - 2019/1/28

N2 - Reactions of 3,4-diaryl-1H-pyrrol-2,5-diimines with various bisisocyanide palladium(II) complexes were studied. The coupling proceeds with one isocyanide ligand to accomplish the acyclic diaminocarbene complexes. The structure of generated diaminocarbene complexes depends on bulkiness of isocyanide ligand in the bisisocyanide complexes of palladium(II). The imino-group of 3,4-diaryl-1H-pyrrol-2,5-diimine reacts with one isocyanide ligand of cis-[PdCl2(CN-R)2] (R = i-Pr, Cy, t-Bu, Bn), and the nitrogen atom of the pyrrole ring is coordinated to the palladium center as the second isocyanide ligand remains intact. In the case of cis-[PdCl2(CN-R)2] (R = 2-acyloxyphenyl, 2-sulfonyloxyphenyl), one isocyanide ligand is displaced from the coordination sphere. Structural features of the prepared diaminocarbene complexes have been studied by molecular spectroscopy techniques, cyclic voltammetry, single-crystal X-ray diffraction, and DFT calculations. The photophysical properties of the obtained acyclic diaminocarbene complexes in solution mainly depend on the substituents in the 3,4-diaryl-1H-pyrrol-2,5-diimine moiety.

AB - Reactions of 3,4-diaryl-1H-pyrrol-2,5-diimines with various bisisocyanide palladium(II) complexes were studied. The coupling proceeds with one isocyanide ligand to accomplish the acyclic diaminocarbene complexes. The structure of generated diaminocarbene complexes depends on bulkiness of isocyanide ligand in the bisisocyanide complexes of palladium(II). The imino-group of 3,4-diaryl-1H-pyrrol-2,5-diimine reacts with one isocyanide ligand of cis-[PdCl2(CN-R)2] (R = i-Pr, Cy, t-Bu, Bn), and the nitrogen atom of the pyrrole ring is coordinated to the palladium center as the second isocyanide ligand remains intact. In the case of cis-[PdCl2(CN-R)2] (R = 2-acyloxyphenyl, 2-sulfonyloxyphenyl), one isocyanide ligand is displaced from the coordination sphere. Structural features of the prepared diaminocarbene complexes have been studied by molecular spectroscopy techniques, cyclic voltammetry, single-crystal X-ray diffraction, and DFT calculations. The photophysical properties of the obtained acyclic diaminocarbene complexes in solution mainly depend on the substituents in the 3,4-diaryl-1H-pyrrol-2,5-diimine moiety.

KW - ENERGY

KW - ROUTE

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U2 - 10.1021/acs.organomet.8b00725

DO - 10.1021/acs.organomet.8b00725

M3 - Article

AN - SCOPUS:85059642134

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SP - 300

EP - 309

JO - Organometallics

JF - Organometallics

SN - 0276-7333

IS - 2

ER -