Functionalized cyclopentadienyl rhodium(iii) bipyridine complexes

Synthesis, characterization, and catalytic application in hydrogenation of ketones

Wan Hui Wang, Yuki Suna, Yuichiro Himeda, James Muckerman, Etsuko Fujita

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

A series of highly functionalized cyclopentadienyl rhodium(iii) complexes, [Cp′Rh(bpy)Br](ClO4) (Cp′ = substituted cyclopentadienyl), was synthesized from various multi-substituted cyclopentadienes (Cp′H). [Rh(cod)Cl]2 and Cp′H were firstly converted to [Cp′Rh(cod)] complexes, which were then treated with Br2 to give the rhodium(iii) dibromides [Cp′RhBr 2]2. The novel complexes [Cp′Rh(bpy)Br](ClO 4) were obtained readily by the reaction of 2,2′-bipyridine with [Cp′RhBr2]2. These rhodium complexes [Cp′Rh(bpy)Br](ClO4) were fully characterized and utilized in the hydrogenation of cyclohexanone and acetophenone with generally high yields, but they did not exhibit the same reactivity trends for the two substrate ketones. The different activity of these complexes for the different substrates may be due to the influence of the substituents on the Cp′ rings.

Original languageEnglish
Pages (from-to)9628-9636
Number of pages9
JournalDalton Transactions
Volume42
Issue number26
DOIs
Publication statusPublished - Jul 14 2013

Fingerprint

Rhodium
Ketones
Hydrogenation
Cyclopentanes
Substrates
perchlorate

ASJC Scopus subject areas

  • Inorganic Chemistry

Cite this

Functionalized cyclopentadienyl rhodium(iii) bipyridine complexes : Synthesis, characterization, and catalytic application in hydrogenation of ketones. / Wang, Wan Hui; Suna, Yuki; Himeda, Yuichiro; Muckerman, James; Fujita, Etsuko.

In: Dalton Transactions, Vol. 42, No. 26, 14.07.2013, p. 9628-9636.

Research output: Contribution to journalArticle

@article{3ca85c5926e94b15a599ff7bb3d0a766,
title = "Functionalized cyclopentadienyl rhodium(iii) bipyridine complexes: Synthesis, characterization, and catalytic application in hydrogenation of ketones",
abstract = "A series of highly functionalized cyclopentadienyl rhodium(iii) complexes, [Cp′Rh(bpy)Br](ClO4) (Cp′ = substituted cyclopentadienyl), was synthesized from various multi-substituted cyclopentadienes (Cp′H). [Rh(cod)Cl]2 and Cp′H were firstly converted to [Cp′Rh(cod)] complexes, which were then treated with Br2 to give the rhodium(iii) dibromides [Cp′RhBr 2]2. The novel complexes [Cp′Rh(bpy)Br](ClO 4) were obtained readily by the reaction of 2,2′-bipyridine with [Cp′RhBr2]2. These rhodium complexes [Cp′Rh(bpy)Br](ClO4) were fully characterized and utilized in the hydrogenation of cyclohexanone and acetophenone with generally high yields, but they did not exhibit the same reactivity trends for the two substrate ketones. The different activity of these complexes for the different substrates may be due to the influence of the substituents on the Cp′ rings.",
author = "Wang, {Wan Hui} and Yuki Suna and Yuichiro Himeda and James Muckerman and Etsuko Fujita",
year = "2013",
month = "7",
day = "14",
doi = "10.1039/c3dt50445j",
language = "English",
volume = "42",
pages = "9628--9636",
journal = "Dalton Transactions",
issn = "1477-9226",
publisher = "Royal Society of Chemistry",
number = "26",

}

TY - JOUR

T1 - Functionalized cyclopentadienyl rhodium(iii) bipyridine complexes

T2 - Synthesis, characterization, and catalytic application in hydrogenation of ketones

AU - Wang, Wan Hui

AU - Suna, Yuki

AU - Himeda, Yuichiro

AU - Muckerman, James

AU - Fujita, Etsuko

PY - 2013/7/14

Y1 - 2013/7/14

N2 - A series of highly functionalized cyclopentadienyl rhodium(iii) complexes, [Cp′Rh(bpy)Br](ClO4) (Cp′ = substituted cyclopentadienyl), was synthesized from various multi-substituted cyclopentadienes (Cp′H). [Rh(cod)Cl]2 and Cp′H were firstly converted to [Cp′Rh(cod)] complexes, which were then treated with Br2 to give the rhodium(iii) dibromides [Cp′RhBr 2]2. The novel complexes [Cp′Rh(bpy)Br](ClO 4) were obtained readily by the reaction of 2,2′-bipyridine with [Cp′RhBr2]2. These rhodium complexes [Cp′Rh(bpy)Br](ClO4) were fully characterized and utilized in the hydrogenation of cyclohexanone and acetophenone with generally high yields, but they did not exhibit the same reactivity trends for the two substrate ketones. The different activity of these complexes for the different substrates may be due to the influence of the substituents on the Cp′ rings.

AB - A series of highly functionalized cyclopentadienyl rhodium(iii) complexes, [Cp′Rh(bpy)Br](ClO4) (Cp′ = substituted cyclopentadienyl), was synthesized from various multi-substituted cyclopentadienes (Cp′H). [Rh(cod)Cl]2 and Cp′H were firstly converted to [Cp′Rh(cod)] complexes, which were then treated with Br2 to give the rhodium(iii) dibromides [Cp′RhBr 2]2. The novel complexes [Cp′Rh(bpy)Br](ClO 4) were obtained readily by the reaction of 2,2′-bipyridine with [Cp′RhBr2]2. These rhodium complexes [Cp′Rh(bpy)Br](ClO4) were fully characterized and utilized in the hydrogenation of cyclohexanone and acetophenone with generally high yields, but they did not exhibit the same reactivity trends for the two substrate ketones. The different activity of these complexes for the different substrates may be due to the influence of the substituents on the Cp′ rings.

UR - http://www.scopus.com/inward/record.url?scp=84881051478&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84881051478&partnerID=8YFLogxK

U2 - 10.1039/c3dt50445j

DO - 10.1039/c3dt50445j

M3 - Article

VL - 42

SP - 9628

EP - 9636

JO - Dalton Transactions

JF - Dalton Transactions

SN - 1477-9226

IS - 26

ER -