Vicent Lloret¹, Miguel Ángel Rivero–Crespo², José Alejandro Vidal–Moya², Stefan Wild¹, Antonio Doménech–Carbó², Bettina S. J. Heller³, Sunghwan Shin³, Hans-Peter Steinrück³, Florian Maier³, Frank Hauke¹, Maria Varela⁴, Andreas Hirsch¹, Antonio Leyva–Pérez², Gonzalo Abellán¹

1 Department of Chemistry and Pharmacy and Joint Institute of Advanced Materials and Processes (ZMP) Friedrich–Alexander–Universität Erlangen–Nürnberg (FAU) Henkestrasse 42, 91054 Erlangen and Dr.–Mack Strasse 81, 90762 Fürth, Germany. Phone: +49 91165078–65031; Fax: +49 91165078–65015.

2 Instituto de Tecnología Química. Universidad Politècnica de València–Consejo Superior de Investigaciones Científicas. Avda. de los Naranjos s/n, 46022, Valencia, Spain. Phone: +34963877800; Fax: +349638 77809.

3 Chair of Physical Chemistry II, Friedrich–Alexander–Universität Erlangen–Nürnberg (FAU) Egerlandstr. 3, 91058 Erlangen, Germany.

4 Universidad Complutense de Madrid, Instituto Pluridisciplinar, Instituto de Magnetismo Aplicado & Departamento de Física de Materiales, Madrid 28040, Spain.

DOI10.24435/materialscloud:2018.0021/v2 [version v2]

Publication date: Jan 14, 2019

How to cite this record

Vicent Lloret, Miguel Ángel Rivero–Crespo, José Alejandro Vidal–Moya, Stefan Wild, Antonio Doménech–Carbó, Bettina S. J. Heller, Sunghwan Shin, Hans-Peter Steinrück, Florian Maier, Frank Hauke, Maria Varela, Andreas Hirsch, Antonio Leyva–Pérez, Gonzalo Abellán, Few layer 2D pnictogens catalyze the alkylation of soft nucleophiles with esters. , Materials Cloud Archive 2018.0021/v2 (2019), doi: 10.24435/materialscloud:2018.0021/v2.

Description

Group 15 elements in zero oxidation state (P, As, Sb and Bi), also called pnictogens, are rarely used in catalysis due to the difficulties associated in preparing well–structured and stable materials. Here, we report on the synthesis of highly exfoliated, few layer 2D phosphorene and antimonene in zero oxidation state, suspended in an ionic liquid, with the native atoms ready to interact with external reagents while avoiding aerobic or aqueous decomposition pathways, and on their use as efficient catalysts for the alkylation of nucleophiles with esters. The few layer pnictogen material circumvents the extremely harsh reaction conditions associated to previous superacid–catalyzed alkylations, by enabling an alternative mechanism on surface, protected from the water and air by the ionic liquid. These 2D catalysts allow the alkylation of a variety of acid–sensitive organic molecules and giving synthetic relevancy to the use of simple esters as alkylating agents.

Materials Cloud sections using this data

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File name	Size	Description
Source-data_ALP-2.xlsx MD5md5:9fda4c9abe05f17c11699f0c68b32fa2	55.5 MiB	All data files from source data. Data Availability. All other data supporting the findings of this study are available within the paper and its supplementary information files. The source data underlying Figs 1b, 2b–f, Figs 1, 2h,I, and Supplementary Figs S1-S9, Figs S11-S17, Figs S19,20, Figs S22-S24, Figs S28-S30, Figs S32, Figs S34-S40 are provided as a Source Data file
Excel_data_files_Read_me.zip MD5md5:619c1f58481ac94de10671357c850e68	177.4 MiB	The source data underlying Figs 1b, 2b–f, Figs 1, 2h,I, and Supplementary Figs S1-S9, Figs S11-S17, Figs S19,20, Figs S22-S24, Figs S28-S30, Figs S32, Figs S34-S40 are provided as a Source Data file

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External references

Keywords

antimonene Black phosphorous alkylation esters ionic liquids