Asymmetric elimination reaction on chiral metal surfaces
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{
"revision": 4,
"id": "1047",
"created": "2021-10-08T13:31:28.015724+00:00",
"metadata": {
"doi": "10.24435/materialscloud:pm-8p",
"status": "published",
"title": "Asymmetric elimination reaction on chiral metal surfaces",
"mcid": "2021.162",
"license_addendum": null,
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"description": "Archive of AiiDA nodes for the calculations of geometry optimization (brominated molecules) desribed in the manuscript and SI.",
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"_oai": {
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"keywords": [
"ab initio",
"scanning probe microscopy",
"enantioselectivity",
"MARVEL/DD3",
"SNSF"
],
"conceptrecid": "1046",
"is_last": true,
"references": [
{
"type": "Journal reference",
"doi": "10.1002/adma.202104481",
"url": "https://onlinelibrary.wiley.com/doi/10.1002/adma.202104481",
"comment": "Manuscript where the results are presented",
"citation": "Asymmetric elimination reaction on chiral metal surfaces S. Stolz, M. Danese, M. Di Giovannantonio, J. I. Urgel, Q. Sun, A. Kinikar, M. Bommert, S. Mishra, H. Brune, O. Gr\u00f6ning, D. Passerone and R. Widmer, Adv. Mat. just accepted manuscript (2021)."
}
],
"publication_date": "Oct 11, 2021, 18:35:32",
"license": "Creative Commons Attribution 4.0 International",
"id": "1047",
"description": "The production of enantiopure materials and molecules is of uttermost relevance in research and industry in numerous contexts, ranging from non-linear optics to asymmetric synthesis. In the context of the latter, we have investigated dehalogenation, which is an essential reaction step for a broad class of chemical reactions. Specifically, dehalogenation of prochiral 5-bromo-7-methylbenz(a)anthracene (BMA) on prototypical, chiral, intermetallic PdGa{111} surfaces under ultrahigh vacuum conditions. Enantioselective halogen elimination is demonstrated by combining temperature-programmed x-ray photoelectron spectroscopy, scanning probe microscopy, and density functional theory. On the PdGa{111} surfaces, the difference in debromination temperatures for the two BMA surface enantiomers amounts up to unprecedented 46 K. The significant dependence of the dehalogenation temperature of the BMA surface enantiomers on the atomic termination of the PdGa{111} surfaces, implies that the ensemble effect is pronounced in this reaction step. These findings evidence enantiospecific control and hence promote intrinsically chiral crystals for asymmetric on-surface synthesis. \nThe record contains input files to reproduce the calculations discussed in the manuscript and the raw data of the experimental images discussed.",
"version": 1,
"contributors": [
{
"affiliations": [
"Empa, Swiss Federal Laboratories for Materials Science and Technology, CH-8600 D\u00fcbendorf, Switzerland",
"Institute of Physics, \u00c9cole Polytechnique F\u00e9d\u00e9rale de Lausanne, CH-1015 Lausanne, Switzerland"
],
"familyname": "Stolz",
"givennames": "Samuel"
},
{
"affiliations": [
"Empa, Swiss Federal Laboratories for Materials Science and Technology, CH-8600 D\u00fcbendorf, Switzerland"
],
"familyname": "Danese",
"givennames": "Martina"
},
{
"affiliations": [
"Empa, Swiss Federal Laboratories for Materials Science and Technology, CH-8600 D\u00fcbendorf, Switzerland"
],
"familyname": "Di Giovannantonio",
"givennames": "Marco"
},
{
"affiliations": [
"Empa, Swiss Federal Laboratories for Materials Science and Technology, CH-8600 D\u00fcbendorf, Switzerland"
],
"familyname": "Urgel",
"givennames": "Jos\u00e9 I."
},
{
"affiliations": [
"Empa, Swiss Federal Laboratories for Materials Science and Technology, CH-8600 D\u00fcbendorf, Switzerland"
],
"familyname": "Sun",
"givennames": "Qiang"
},
{
"affiliations": [
"Empa, Swiss Federal Laboratories for Materials Science and Technology, CH-8600 D\u00fcbendorf, Switzerland"
],
"familyname": "Kinikar",
"givennames": "Amogh"
},
{
"affiliations": [
"Empa, Swiss Federal Laboratories for Materials Science and Technology, CH-8600 D\u00fcbendorf, Switzerland"
],
"familyname": "Bommert",
"givennames": "Max"
},
{
"affiliations": [
"Empa, Swiss Federal Laboratories for Materials Science and Technology, CH-8600 D\u00fcbendorf, Switzerland"
],
"familyname": "Mishra",
"givennames": "Shantanu"
},
{
"affiliations": [
"Institute of Physics, \u00c9cole Polytechnique F\u00e9d\u00e9rale de Lausanne, CH-1015 Lausanne, Switzerland"
],
"familyname": "Brune",
"givennames": "Harald"
},
{
"affiliations": [
"Empa, Swiss Federal Laboratories for Materials Science and Technology, CH-8600 D\u00fcbendorf, Switzerland"
],
"familyname": "Gr\u00f6ning",
"givennames": "Oliver"
},
{
"affiliations": [
"Empa, Swiss Federal Laboratories for Materials Science and Technology, CH-8600 D\u00fcbendorf, Switzerland"
],
"familyname": "Passerone",
"givennames": "Daniele"
},
{
"email": "roland.widmer@empa.ch",
"affiliations": [
"Empa, Swiss Federal Laboratories for Materials Science and Technology, CH-8600 D\u00fcbendorf, Switzerland"
],
"familyname": "Widmer",
"givennames": "Roland"
}
],
"edited_by": 100
},
"updated": "2021-10-11T16:35:32.511462+00:00"
}