Thermal isomerization of ruthenium hydride compounds containing asymmetric bidentate pyrrole-imine ligands

Hsuan Ting Lai, Kun Hao Chen, Yong Jie Li, Cheng Hsien Wu, Ching-Han Hu, Chia Her Lin, Jui-Hsien Huang

Research output: Contribution to journalArticle

Abstract

A series of ruthenium hydride compounds containing substituted bidentate pyrrole-imine ligands were synthesized and characterized. Reacting RuHCl(CO)(PPh3)3 with one equivalent of [C4H3NH(2-CH=NR)] in ethanol in the presence of KOH gave compounds {RuH(CO)(PPh3)2[C4H3N(2-CH=NR)]} where trans-Py-Ru-H 1, R = CH2CH2C6H9; cis-Py-Ru-H 2, R = Ph-2-Me; and cis-Py-Ru-H 3, R = C6H11. Heating trans-Py-Ru-H 1 in toluene at 70°C for 12 hr resulted a thermal conversion of the trans-Py-Ru-H 1 into its cis form, {RuH(CO)(PPh3)2[C4H3N(2-CH=NCH2CH2C6H9)]} (cis-Py-Ru-H 1) in very high yield. The 1H NMR spectra of trans-Py-Ru-H 1, cis-Py-Ru-H 2, cis-Py-Ru-H 3, and cis-Py-Ru-H 1 all show a typical triplet at ca. δ–11 for the hydride. The trans and cis form indicate the relative positions of pyrrole ring and hydride. The geometries of trans-Py-Ru-H 1, cis-Py-Ru-H 1, and cis-Py-Ru-H 3 are relatively similar showing typical octahedral geometries with two PPh3 fragments arranged in trans positions.

Original languageEnglish
JournalJournal of the Chinese Chemical Society
DOIs
Publication statusPublished - 2019 Jan 1

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Pyrroles
Imines
Ruthenium
Isomerization
Hydrides
Ligands
Geometry
Toluene
Ethanol
Nuclear magnetic resonance
Heating
Hydrogen
Hot Temperature

All Science Journal Classification (ASJC) codes

  • Chemistry(all)

Cite this

@article{ac7eaa8e74714641977fc2735696e961,
title = "Thermal isomerization of ruthenium hydride compounds containing asymmetric bidentate pyrrole-imine ligands",
abstract = "A series of ruthenium hydride compounds containing substituted bidentate pyrrole-imine ligands were synthesized and characterized. Reacting RuHCl(CO)(PPh3)3 with one equivalent of [C4H3NH(2-CH=NR)] in ethanol in the presence of KOH gave compounds {RuH(CO)(PPh3)2[C4H3N(2-CH=NR)]} where trans-Py-Ru-H 1, R = CH2CH2C6H9; cis-Py-Ru-H 2, R = Ph-2-Me; and cis-Py-Ru-H 3, R = C6H11. Heating trans-Py-Ru-H 1 in toluene at 70°C for 12 hr resulted a thermal conversion of the trans-Py-Ru-H 1 into its cis form, {RuH(CO)(PPh3)2[C4H3N(2-CH=NCH2CH2C6H9)]} (cis-Py-Ru-H 1) in very high yield. The 1H NMR spectra of trans-Py-Ru-H 1, cis-Py-Ru-H 2, cis-Py-Ru-H 3, and cis-Py-Ru-H 1 all show a typical triplet at ca. δ–11 for the hydride. The trans and cis form indicate the relative positions of pyrrole ring and hydride. The geometries of trans-Py-Ru-H 1, cis-Py-Ru-H 1, and cis-Py-Ru-H 3 are relatively similar showing typical octahedral geometries with two PPh3 fragments arranged in trans positions.",
author = "Lai, {Hsuan Ting} and Chen, {Kun Hao} and Li, {Yong Jie} and Wu, {Cheng Hsien} and Ching-Han Hu and Lin, {Chia Her} and Jui-Hsien Huang",
year = "2019",
month = "1",
day = "1",
doi = "10.1002/jccs.201900156",
language = "English",
journal = "Journal of the Chinese Chemical Society",
issn = "0009-4536",
publisher = "Chinese Chemical Society",

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Thermal isomerization of ruthenium hydride compounds containing asymmetric bidentate pyrrole-imine ligands. / Lai, Hsuan Ting; Chen, Kun Hao; Li, Yong Jie; Wu, Cheng Hsien; Hu, Ching-Han; Lin, Chia Her; Huang, Jui-Hsien.

In: Journal of the Chinese Chemical Society, 01.01.2019.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Thermal isomerization of ruthenium hydride compounds containing asymmetric bidentate pyrrole-imine ligands

AU - Lai, Hsuan Ting

AU - Chen, Kun Hao

AU - Li, Yong Jie

AU - Wu, Cheng Hsien

AU - Hu, Ching-Han

AU - Lin, Chia Her

AU - Huang, Jui-Hsien

PY - 2019/1/1

Y1 - 2019/1/1

N2 - A series of ruthenium hydride compounds containing substituted bidentate pyrrole-imine ligands were synthesized and characterized. Reacting RuHCl(CO)(PPh3)3 with one equivalent of [C4H3NH(2-CH=NR)] in ethanol in the presence of KOH gave compounds {RuH(CO)(PPh3)2[C4H3N(2-CH=NR)]} where trans-Py-Ru-H 1, R = CH2CH2C6H9; cis-Py-Ru-H 2, R = Ph-2-Me; and cis-Py-Ru-H 3, R = C6H11. Heating trans-Py-Ru-H 1 in toluene at 70°C for 12 hr resulted a thermal conversion of the trans-Py-Ru-H 1 into its cis form, {RuH(CO)(PPh3)2[C4H3N(2-CH=NCH2CH2C6H9)]} (cis-Py-Ru-H 1) in very high yield. The 1H NMR spectra of trans-Py-Ru-H 1, cis-Py-Ru-H 2, cis-Py-Ru-H 3, and cis-Py-Ru-H 1 all show a typical triplet at ca. δ–11 for the hydride. The trans and cis form indicate the relative positions of pyrrole ring and hydride. The geometries of trans-Py-Ru-H 1, cis-Py-Ru-H 1, and cis-Py-Ru-H 3 are relatively similar showing typical octahedral geometries with two PPh3 fragments arranged in trans positions.

AB - A series of ruthenium hydride compounds containing substituted bidentate pyrrole-imine ligands were synthesized and characterized. Reacting RuHCl(CO)(PPh3)3 with one equivalent of [C4H3NH(2-CH=NR)] in ethanol in the presence of KOH gave compounds {RuH(CO)(PPh3)2[C4H3N(2-CH=NR)]} where trans-Py-Ru-H 1, R = CH2CH2C6H9; cis-Py-Ru-H 2, R = Ph-2-Me; and cis-Py-Ru-H 3, R = C6H11. Heating trans-Py-Ru-H 1 in toluene at 70°C for 12 hr resulted a thermal conversion of the trans-Py-Ru-H 1 into its cis form, {RuH(CO)(PPh3)2[C4H3N(2-CH=NCH2CH2C6H9)]} (cis-Py-Ru-H 1) in very high yield. The 1H NMR spectra of trans-Py-Ru-H 1, cis-Py-Ru-H 2, cis-Py-Ru-H 3, and cis-Py-Ru-H 1 all show a typical triplet at ca. δ–11 for the hydride. The trans and cis form indicate the relative positions of pyrrole ring and hydride. The geometries of trans-Py-Ru-H 1, cis-Py-Ru-H 1, and cis-Py-Ru-H 3 are relatively similar showing typical octahedral geometries with two PPh3 fragments arranged in trans positions.

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U2 - 10.1002/jccs.201900156

DO - 10.1002/jccs.201900156

M3 - Article

JO - Journal of the Chinese Chemical Society

JF - Journal of the Chinese Chemical Society

SN - 0009-4536

ER -