The crystal structure of 2-[(tert-butyldiphenylsilyl)oxy]-1,2-diphenylethan-1-one

The title compound, C30H30O2Si, was synthesized and structurally characterized in order to determine the influence of the bulky silyl protecting group on the conformation of the benzoin moiety, with a view to directing the stereochemistry of the borohydride reduction of the benzoin. The crystal stru...

Full description

Bibliographic Details
Main Authors: Martin J. Di Grandi, Brett Taylor, Peter W. R. Corfield
Format: Article
Language:English
Published: International Union of Crystallography 2019-04-01
Series:IUCrData
Subjects:
Online Access:http://scripts.iucr.org/cgi-bin/paper?S2414314619004784
_version_ 1818579011729620992
author Martin J. Di Grandi
Brett Taylor
Peter W. R. Corfield
author_facet Martin J. Di Grandi
Brett Taylor
Peter W. R. Corfield
author_sort Martin J. Di Grandi
collection DOAJ
description The title compound, C30H30O2Si, was synthesized and structurally characterized in order to determine the influence of the bulky silyl protecting group on the conformation of the benzoin moiety, with a view to directing the stereochemistry of the borohydride reduction of the benzoin. The crystal structure shows a benzoin O—C—C—O torsion angle of 38.34 (1)°, not greatly different from that found in benzoin itself. In the crystal, a weak C—H...O hydrogen bond between the carbonyl group and a phenyl H atom of a symmetry-related molecule forms chains along [100].
first_indexed 2024-12-16T06:54:55Z
format Article
id doaj.art-5a300a8f0ba140e79ff34cc17617426c
institution Directory Open Access Journal
issn 2414-3146
language English
last_indexed 2024-12-16T06:54:55Z
publishDate 2019-04-01
publisher International Union of Crystallography
record_format Article
series IUCrData
spelling doaj.art-5a300a8f0ba140e79ff34cc17617426c2022-12-21T22:40:19ZengInternational Union of CrystallographyIUCrData2414-31462019-04-0144x19047810.1107/S2414314619004784lh4045The crystal structure of 2-[(tert-butyldiphenylsilyl)oxy]-1,2-diphenylethan-1-oneMartin J. Di Grandi0Brett Taylor1Peter W. R. Corfield2Department of Chemistry, Fordham University, 441 East Fordham Road, Bronx, NY 10458, USADepartment of Chemistry, Fordham University, 441 East Fordham Road, Bronx, NY 10458, USADepartment of Chemistry, Fordham University, 441 East Fordham Road, Bronx, NY 10458, USAThe title compound, C30H30O2Si, was synthesized and structurally characterized in order to determine the influence of the bulky silyl protecting group on the conformation of the benzoin moiety, with a view to directing the stereochemistry of the borohydride reduction of the benzoin. The crystal structure shows a benzoin O—C—C—O torsion angle of 38.34 (1)°, not greatly different from that found in benzoin itself. In the crystal, a weak C—H...O hydrogen bond between the carbonyl group and a phenyl H atom of a symmetry-related molecule forms chains along [100].http://scripts.iucr.org/cgi-bin/paper?S2414314619004784crystal structurebenzoinsilyl derivativebulky groupconformation
spellingShingle Martin J. Di Grandi
Brett Taylor
Peter W. R. Corfield
The crystal structure of 2-[(tert-butyldiphenylsilyl)oxy]-1,2-diphenylethan-1-one
IUCrData
crystal structure
benzoin
silyl derivative
bulky group
conformation
title The crystal structure of 2-[(tert-butyldiphenylsilyl)oxy]-1,2-diphenylethan-1-one
title_full The crystal structure of 2-[(tert-butyldiphenylsilyl)oxy]-1,2-diphenylethan-1-one
title_fullStr The crystal structure of 2-[(tert-butyldiphenylsilyl)oxy]-1,2-diphenylethan-1-one
title_full_unstemmed The crystal structure of 2-[(tert-butyldiphenylsilyl)oxy]-1,2-diphenylethan-1-one
title_short The crystal structure of 2-[(tert-butyldiphenylsilyl)oxy]-1,2-diphenylethan-1-one
title_sort crystal structure of 2 tert butyldiphenylsilyl oxy 1 2 diphenylethan 1 one
topic crystal structure
benzoin
silyl derivative
bulky group
conformation
url http://scripts.iucr.org/cgi-bin/paper?S2414314619004784
work_keys_str_mv AT martinjdigrandi thecrystalstructureof2tertbutyldiphenylsilyloxy12diphenylethan1one
AT bretttaylor thecrystalstructureof2tertbutyldiphenylsilyloxy12diphenylethan1one
AT peterwrcorfield thecrystalstructureof2tertbutyldiphenylsilyloxy12diphenylethan1one
AT martinjdigrandi crystalstructureof2tertbutyldiphenylsilyloxy12diphenylethan1one
AT bretttaylor crystalstructureof2tertbutyldiphenylsilyloxy12diphenylethan1one
AT peterwrcorfield crystalstructureof2tertbutyldiphenylsilyloxy12diphenylethan1one