Intermolecular oxygen atom⋯π interaction in the crystal packing of chiral amino alcohol bearing a pentafluorophenyl group

Toshinobu Korenaga; Hikaru Tanaka; Tadashi Ema; Takashi Sakai

doi:10.1016/S0022-1139(03)00089-7

Intermolecular oxygen atom⋯π interaction in the crystal packing of chiral amino alcohol bearing a pentafluorophenyl group

Toshinobu Korenaga, Hikaru Tanaka, Tadashi Ema, Takashi Sakai

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

37 Citations (Scopus)

Abstract

Presence of an unique atom-to-face alcoholic oxygen atom⋯π interaction between a pentafluorophenyl group and alcoholic oxygen (O⋯π) has been demonstrated by X-ray analysis of the novel chiral amino alcohol instead of the well-known interaction between usual aromatic ring and alcoholic hydrogen atom (OH⋯π).

Original language	English
Pages (from-to)	201-205
Number of pages	5
Journal	Journal of Fluorine Chemistry
Volume	122
Issue number	2
DOIs	https://doi.org/10.1016/S0022-1139(03)00089-7
Publication status	Published - Aug 1 2003

Keywords

Amino alcohol
Aromatic interaction
Asymmetric synthesis
Attractive interaction
Chiral ligand

ASJC Scopus subject areas

Biochemistry
Environmental Chemistry
Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry

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10.1016/S0022-1139(03)00089-7

Cite this

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title = "Intermolecular oxygen atom⋯π interaction in the crystal packing of chiral amino alcohol bearing a pentafluorophenyl group",

abstract = "Presence of an unique atom-to-face alcoholic oxygen atom⋯π interaction between a pentafluorophenyl group and alcoholic oxygen (O⋯π) has been demonstrated by X-ray analysis of the novel chiral amino alcohol instead of the well-known interaction between usual aromatic ring and alcoholic hydrogen atom (OH⋯π).",

keywords = "Amino alcohol, Aromatic interaction, Asymmetric synthesis, Attractive interaction, Chiral ligand",

author = "Toshinobu Korenaga and Hikaru Tanaka and Tadashi Ema and Takashi Sakai",

note = "Funding Information: This work was partially supported by the Ministry of Education, Science, Sports and Culture of Japan. We are grateful to Dr. Toshiyuki Oshiki in Okayama University for his kind assistance in X-ray analysis of 1 , and to Toyobo Co. Ltd. (Osaka, Japan) for giving us lipase LIP. We also thank the SC-NMR Laboratory of Okayama University for 1 H , 13 C , and 19 F NMR measurements and the Venture Business Laboratory of Okayama University for X-ray analysis. ",

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doi = "10.1016/S0022-1139(03)00089-7",

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T1 - Intermolecular oxygen atom⋯π interaction in the crystal packing of chiral amino alcohol bearing a pentafluorophenyl group

AU - Korenaga, Toshinobu

AU - Tanaka, Hikaru

AU - Ema, Tadashi

AU - Sakai, Takashi

N1 - Funding Information: This work was partially supported by the Ministry of Education, Science, Sports and Culture of Japan. We are grateful to Dr. Toshiyuki Oshiki in Okayama University for his kind assistance in X-ray analysis of 1 , and to Toyobo Co. Ltd. (Osaka, Japan) for giving us lipase LIP. We also thank the SC-NMR Laboratory of Okayama University for 1 H , 13 C , and 19 F NMR measurements and the Venture Business Laboratory of Okayama University for X-ray analysis.

PY - 2003/8/1

Y1 - 2003/8/1

N2 - Presence of an unique atom-to-face alcoholic oxygen atom⋯π interaction between a pentafluorophenyl group and alcoholic oxygen (O⋯π) has been demonstrated by X-ray analysis of the novel chiral amino alcohol instead of the well-known interaction between usual aromatic ring and alcoholic hydrogen atom (OH⋯π).

AB - Presence of an unique atom-to-face alcoholic oxygen atom⋯π interaction between a pentafluorophenyl group and alcoholic oxygen (O⋯π) has been demonstrated by X-ray analysis of the novel chiral amino alcohol instead of the well-known interaction between usual aromatic ring and alcoholic hydrogen atom (OH⋯π).

KW - Amino alcohol

KW - Aromatic interaction

KW - Asymmetric synthesis

KW - Attractive interaction

KW - Chiral ligand

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JO - Journal of Fluorine Chemistry

JF - Journal of Fluorine Chemistry

SN - 0022-1139

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Intermolecular oxygen atom⋯π interaction in the crystal packing of chiral amino alcohol bearing a pentafluorophenyl group

Abstract

Keywords

ASJC Scopus subject areas

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