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

doi:10.1002/jccs.201900156

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^*

^*Corresponding author for this work

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

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 language	English
Pages (from-to)	1041-1047
Number of pages	7
Journal	Journal of the Chinese Chemical Society
Volume	66
Issue number	9
DOIs	https://doi.org/10.1002/jccs.201900156
Publication status	Published - 2019 Sept 1
Externally published	Yes

Keywords

cis-trans isomerization
hydrido
pyrrole-imine
ruthenium

ASJC Scopus subject areas

General Chemistry

Access to Document

10.1002/jccs.201900156

Cite this

@article{40225ca8c1b440e28febb77cef2f826b,

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.",

keywords = "cis-trans isomerization, hydrido, pyrrole-imine, ruthenium",

author = "Lai, {Hsuan Ting} and Chen, {Kun Hao} and Li, {Yong Jie} and Wu, {Cheng Hsien} and Hu, {Ching Han} and Lin, {Chia Her} and Huang, {Jui Hsien}",

note = "Publisher Copyright: {\textcopyright} 2019 The Chemical Society Located in Taipei & Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim",

year = "2019",

month = sep,

day = "1",

doi = "10.1002/jccs.201900156",

language = "English",

volume = "66",

pages = "1041--1047",

journal = "Journal of the Chinese Chemical Society",

issn = "0009-4536",

publisher = "Chinese Chemical Society",

number = "9",

}

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 - 2019/9/1

Y1 - 2019/9/1

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.

KW - cis-trans isomerization

KW - hydrido

KW - pyrrole-imine

KW - ruthenium

UR - http://www.scopus.com/inward/record.url?scp=85067506704&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=85067506704&partnerID=8YFLogxK

U2 - 10.1002/jccs.201900156

DO - 10.1002/jccs.201900156

M3 - Article

AN - SCOPUS:85067506704

SN - 0009-4536

VL - 66

SP - 1041

EP - 1047

JO - Journal of the Chinese Chemical Society

JF - Journal of the Chinese Chemical Society

IS - 9

ER -

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

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this