Reactivity of [CpCr(CO)3]2 towards thione (CS) moieties in some sulfur-containing substrates

Victor Wee Lin Ng; Seah Ling Kuan; Zhiqiang Weng; Weng Kee Leong; Jagadese J. Vittal; Lip Lin Koh; Geok Kheng Tan; Lai Yoong Goh

doi:10.1016/j.jorganchem.2005.03.001

Reactivity of [CpCr(CO)₃]₂ towards thione (CS) moieties in some sulfur-containing substrates

Victor Wee Lin Ng, Seah Ling Kuan, Zhiqiang Weng, Weng Kee Leong, Jagadese J. Vittal, Lip Lin Koh, Geok Kheng Tan, Lai Yoong Goh^*

^*Corresponding author for this work

National University of Singapore

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

10 Citations (Scopus)

Abstract

The reaction of [CpCr(CO)₃]₂ (Cp = η⁵-C₅H₅) (1) with 1 mol equivalent of 2,5-dimercapto-1,3,4-thiadiazole (DMcTH₂) at ambient temperature led to the isolation of a reddish-brown crystalline solid of CpCr(CO) ₃(η¹-DMcTH) (5) and a green solid of CpCr(CO) ₃H (2) in yields of ca. 28% and 30%, respectively, along with some [CpCr(CO)₂]₂ (3) and [CpCr(CO)₂]₂S (4). The reaction of 1 with 1 mol equivalent of vinylene trithiocarbonate (SCS(CH)₂S) (VTTC) at 90 °C led to the isolation of a red crystalline solid of CpCr(CO)₂(η²-SCHSC ₂H₂) (6) in ca. 15% yield while the reaction of 1 with isopropylxanthic disulfide ((CH₃)₂CHOCS₂) ₂ resulted in the formation of CpCr(CO)₂(η ²-S₂COCH(CH₃)₂) (8) in ca. 80% yield. The complexes 5, 6 and 8 have been determined by single crystal X-ray diffraction analysis.

Original language	English
Pages (from-to)	2323-2332
Number of pages	10
Journal	Journal of Organometallic Chemistry
Volume	690
Issue number	9
DOIs	https://doi.org/10.1016/j.jorganchem.2005.03.001
Publication status	Published - Apr 29 2005
Externally published	Yes

ASJC Scopus Subject Areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry
Materials Chemistry

Keywords

2,5-Dimercapto-1,3,4-thiadiazole
Cyclopentadienylchromium
Isopropylxanthic disulfide
Vinylene trithiocarbonate
X-ray crystal structures

Access to Document

10.1016/j.jorganchem.2005.03.001

Cite this

@article{6e5d19d8cdcc4a5da3ef0a7cfcbd6dd0,

title = "Reactivity of [CpCr(CO)3]2 towards thione (CS) moieties in some sulfur-containing substrates",

abstract = "The reaction of [CpCr(CO)3]2 (Cp = η5-C5H5) (1) with 1 mol equivalent of 2,5-dimercapto-1,3,4-thiadiazole (DMcTH2) at ambient temperature led to the isolation of a reddish-brown crystalline solid of CpCr(CO) 3(η1-DMcTH) (5) and a green solid of CpCr(CO) 3H (2) in yields of ca. 28% and 30%, respectively, along with some [CpCr(CO)2]2 (3) and [CpCr(CO)2]2S (4). The reaction of 1 with 1 mol equivalent of vinylene trithiocarbonate (SCS(CH)2S) (VTTC) at 90 °C led to the isolation of a red crystalline solid of CpCr(CO)2(η2-SCHSC 2H2) (6) in ca. 15% yield while the reaction of 1 with isopropylxanthic disulfide ((CH3)2CHOCS2) 2 resulted in the formation of CpCr(CO)2(η 2-S2COCH(CH3)2) (8) in ca. 80% yield. The complexes 5, 6 and 8 have been determined by single crystal X-ray diffraction analysis.",

keywords = "2,5-Dimercapto-1,3,4-thiadiazole, Cyclopentadienylchromium, Isopropylxanthic disulfide, Vinylene trithiocarbonate, X-ray crystal structures",

author = "Ng, {Victor Wee Lin} and Kuan, {Seah Ling} and Zhiqiang Weng and Leong, {Weng Kee} and Vittal, {Jagadese J.} and Koh, {Lip Lin} and Tan, {Geok Kheng} and Goh, {Lai Yoong}",

year = "2005",

month = apr,

day = "29",

doi = "10.1016/j.jorganchem.2005.03.001",

language = "English",

volume = "690",

pages = "2323--2332",

journal = "Journal of Organometallic Chemistry",

issn = "0022-328X",

publisher = "Elsevier",

number = "9",

}

TY - JOUR

T1 - Reactivity of [CpCr(CO)3]2 towards thione (CS) moieties in some sulfur-containing substrates

AU - Ng, Victor Wee Lin

AU - Kuan, Seah Ling

AU - Weng, Zhiqiang

AU - Leong, Weng Kee

AU - Vittal, Jagadese J.

AU - Koh, Lip Lin

AU - Tan, Geok Kheng

AU - Goh, Lai Yoong

PY - 2005/4/29

Y1 - 2005/4/29

N2 - The reaction of [CpCr(CO)3]2 (Cp = η5-C5H5) (1) with 1 mol equivalent of 2,5-dimercapto-1,3,4-thiadiazole (DMcTH2) at ambient temperature led to the isolation of a reddish-brown crystalline solid of CpCr(CO) 3(η1-DMcTH) (5) and a green solid of CpCr(CO) 3H (2) in yields of ca. 28% and 30%, respectively, along with some [CpCr(CO)2]2 (3) and [CpCr(CO)2]2S (4). The reaction of 1 with 1 mol equivalent of vinylene trithiocarbonate (SCS(CH)2S) (VTTC) at 90 °C led to the isolation of a red crystalline solid of CpCr(CO)2(η2-SCHSC 2H2) (6) in ca. 15% yield while the reaction of 1 with isopropylxanthic disulfide ((CH3)2CHOCS2) 2 resulted in the formation of CpCr(CO)2(η 2-S2COCH(CH3)2) (8) in ca. 80% yield. The complexes 5, 6 and 8 have been determined by single crystal X-ray diffraction analysis.

AB - The reaction of [CpCr(CO)3]2 (Cp = η5-C5H5) (1) with 1 mol equivalent of 2,5-dimercapto-1,3,4-thiadiazole (DMcTH2) at ambient temperature led to the isolation of a reddish-brown crystalline solid of CpCr(CO) 3(η1-DMcTH) (5) and a green solid of CpCr(CO) 3H (2) in yields of ca. 28% and 30%, respectively, along with some [CpCr(CO)2]2 (3) and [CpCr(CO)2]2S (4). The reaction of 1 with 1 mol equivalent of vinylene trithiocarbonate (SCS(CH)2S) (VTTC) at 90 °C led to the isolation of a red crystalline solid of CpCr(CO)2(η2-SCHSC 2H2) (6) in ca. 15% yield while the reaction of 1 with isopropylxanthic disulfide ((CH3)2CHOCS2) 2 resulted in the formation of CpCr(CO)2(η 2-S2COCH(CH3)2) (8) in ca. 80% yield. The complexes 5, 6 and 8 have been determined by single crystal X-ray diffraction analysis.

KW - 2,5-Dimercapto-1,3,4-thiadiazole

KW - Cyclopentadienylchromium

KW - Isopropylxanthic disulfide

KW - Vinylene trithiocarbonate

KW - X-ray crystal structures

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U2 - 10.1016/j.jorganchem.2005.03.001

DO - 10.1016/j.jorganchem.2005.03.001

M3 - Article

AN - SCOPUS:17444390846

SN - 0022-328X

VL - 690

SP - 2323

EP - 2332

JO - Journal of Organometallic Chemistry

JF - Journal of Organometallic Chemistry

IS - 9

ER -