Isolable rubidium and caesium derivatives of common organic carbonyl compounds

Jakoba Wacker; Jennifer R. Lynch; Sumanta Banerjee; Peter A. MacDonald; Alan R. Kennedy; Biprajit Sarkar; Robert E. Mulvey

doi:10.1039/D3CC05527B

Isolable rubidium and caesium derivatives of common organic carbonyl compounds

Jakoba Wacker, Jennifer R. Lynch, Sumanta Banerjee, Peter A. MacDonald, Alan R. Kennedy, Biprajit Sarkar, Robert E. Mulvey

Pure And Applied Chemistry

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

2 Citations (Scopus)

20 Downloads (Pure)

Abstract

Light alkali metal (Li, Na, K) amides have a long history of synthetic utility, but heavier (Rb, Cs) congeners have barely been studied. This study reveals remarkable structurally complex outcomes of reacting AM(HMDS) (AM = Rb, Cs; HMDS = hexamethyldisilazide) with benzaldehyde and acetophenone. Though complicated, reactions give a diversity of eye-catching isolated products, an enolate with a hexagonal prismatic network, two dienolates with distinct extended ladder motifs, and two β-imino-alkoxides comprising zig-zag chains of metal–oxygen bonds in infinite cages.

Original language	English
Pages (from-to)	91-94
Number of pages	4
Journal	Chemical Communications
Volume	60
Issue number	1
Early online date	22 Nov 2023
DOIs	https://doi.org/10.1039/D3CC05527B
Publication status	Published - 4 Jan 2024

Keywords

light alkali metal (Li,Na,K) amides
organic carbonyl compounds

Access to Document

10.1039/D3CC05527BLicence: CC BY 3.0

Wacker-etal-CC-2023-Isolable-rubidium-and-caesium-derivatives-of-common-organic-carbonyl-compoundsFinal published version, 1.16 MBLicence: CC BY 3.0

Doctoral Training Partnership 2020-2021 University of Strathclyde | Lynch, Jennifer
Mulvey, R. (Principal Investigator), Robertson, S. (Co-investigator) & Lynch, J. (Research Co-investigator)
EPSRC (Engineering and Physical Sciences Research Council)
1/10/20 → 17/04/24
Project: Research Studentship - Internally Allocated

Isolable Rubidium and Caesium Derivatives of Common Organic Carbonyl Compounds
Wacker, J. (Creator), Lynch, J. (Creator), Banerjee, S. (Creator), MacDonald, P. A. (Creator), Kennedy, A. (Creator), Sarkar, B. (Creator) & Mulvey, R. (Creator), University of Strathclyde, 22 Nov 2023
DOI: 10.15129/5e6a35e0-1601-4b22-8bf2-2046d17b6281
Dataset

Plenary Lecture: XXIV European Conference on Organometallic Chemistry, University of Bern, Switzerland
Mulvey, R. (Invited speaker)
6 Jul 2025 → 10 Jul 2025
Activity: Talk or Presentation › Invited talk

Cite this

@article{86b76d9c4850483fada36665f8896a61,

title = "Isolable rubidium and caesium derivatives of common organic carbonyl compounds",

abstract = "Light alkali metal (Li, Na, K) amides have a long history of synthetic utility, but heavier (Rb, Cs) congeners have barely been studied. This study reveals remarkable structurally complex outcomes of reacting AM(HMDS) (AM = Rb, Cs; HMDS = hexamethyldisilazide) with benzaldehyde and acetophenone. Though complicated, reactions give a diversity of eye-catching isolated products, an enolate with a hexagonal prismatic network, two dienolates with distinct extended ladder motifs, and two β-imino-alkoxides comprising zig-zag chains of metal–oxygen bonds in infinite cages.",

keywords = "light alkali metal (Li,Na,K) amides, organic carbonyl compounds",

author = "Jakoba Wacker and Lynch, \{Jennifer R.\} and Sumanta Banerjee and MacDonald, \{Peter A.\} and Kennedy, \{Alan R.\} and Biprajit Sarkar and Mulvey, \{Robert E.\}",

year = "2024",

month = jan,

day = "4",

doi = "10.1039/D3CC05527B",

language = "English",

volume = "60",

pages = "91--94",

journal = "Chemical Communications",

issn = "1359-7345",

publisher = "Royal Society of Chemistry",

number = "1",

}

TY - JOUR

T1 - Isolable rubidium and caesium derivatives of common organic carbonyl compounds

AU - Wacker, Jakoba

AU - Lynch, Jennifer R.

AU - Banerjee, Sumanta

AU - MacDonald, Peter A.

AU - Kennedy, Alan R.

AU - Sarkar, Biprajit

AU - Mulvey, Robert E.

PY - 2024/1/4

Y1 - 2024/1/4

N2 - Light alkali metal (Li, Na, K) amides have a long history of synthetic utility, but heavier (Rb, Cs) congeners have barely been studied. This study reveals remarkable structurally complex outcomes of reacting AM(HMDS) (AM = Rb, Cs; HMDS = hexamethyldisilazide) with benzaldehyde and acetophenone. Though complicated, reactions give a diversity of eye-catching isolated products, an enolate with a hexagonal prismatic network, two dienolates with distinct extended ladder motifs, and two β-imino-alkoxides comprising zig-zag chains of metal–oxygen bonds in infinite cages.

AB - Light alkali metal (Li, Na, K) amides have a long history of synthetic utility, but heavier (Rb, Cs) congeners have barely been studied. This study reveals remarkable structurally complex outcomes of reacting AM(HMDS) (AM = Rb, Cs; HMDS = hexamethyldisilazide) with benzaldehyde and acetophenone. Though complicated, reactions give a diversity of eye-catching isolated products, an enolate with a hexagonal prismatic network, two dienolates with distinct extended ladder motifs, and two β-imino-alkoxides comprising zig-zag chains of metal–oxygen bonds in infinite cages.

KW - light alkali metal (Li,Na,K) amides

KW - organic carbonyl compounds

U2 - 10.1039/D3CC05527B

DO - 10.1039/D3CC05527B

M3 - Article

SN - 1359-7345

VL - 60

SP - 91

EP - 94

JO - Chemical Communications

JF - Chemical Communications

IS - 1

ER -

Isolable rubidium and caesium derivatives of common organic carbonyl compounds

Abstract

Keywords

Access to Document

Fingerprint

Projects

Doctoral Training Partnership 2020-2021 University of Strathclyde | Lynch, Jennifer

Datasets

Isolable Rubidium and Caesium Derivatives of Common Organic Carbonyl Compounds

Activities

Plenary Lecture: XXIV European Conference on Organometallic Chemistry, University of Bern, Switzerland

Cite this