PI FACIAL HYDROGEN-BONDING IN THE CHIRAL RESOLVING AGENT (S)-2,2,2-TRIFLUORO-1-(9-ANTHRYL)ETHANOL AND ITS RACEMIC MODIFICATION

H S  RZEPA; M L  WEBB; A M Z  SLAWIN; D J  WILLIAMS

PI FACIAL HYDROGEN-BONDING IN THE CHIRAL RESOLVING AGENT (S)-2,2,2-TRIFLUORO-1-(9-ANTHRYL)ETHANOL AND ITS RACEMIC MODIFICATION

H S RZEPA, M L WEBB, A M Z SLAWIN, D J WILLIAMS

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

Abstract

Single crystal X-ray analysis reveals that although molecules of pure (S)-and racemic (R,S)-2,2,2-trifluoro-1-(9-anthryl)ethanol 1 differ significantly in their intermolecular packing; in each case a strong hydrogen bond is formed between the OH group of one molecule and a specific pi-face of one benzo ring of 1 which PM3 derived molecular electrostatic potentials show to arise via stereoelectronic assistance from the OH group.

Original language	English
Pages (from-to)	765-768
Number of pages	4
Journal	Journal of the Chemical Society, Chemical Communications
Issue number	11
Publication status	Published - 1 Jun 1991

Keywords

SEMIEMPIRICAL METHODS
RECOGNITION

Cite this

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title = "PI FACIAL HYDROGEN-BONDING IN THE CHIRAL RESOLVING AGENT (S)-2,2,2-TRIFLUORO-1-(9-ANTHRYL)ETHANOL AND ITS RACEMIC MODIFICATION",

abstract = "Single crystal X-ray analysis reveals that although molecules of pure (S)-and racemic (R,S)-2,2,2-trifluoro-1-(9-anthryl)ethanol 1 differ significantly in their intermolecular packing; in each case a strong hydrogen bond is formed between the OH group of one molecule and a specific pi-face of one benzo ring of 1 which PM3 derived molecular electrostatic potentials show to arise via stereoelectronic assistance from the OH group.",

keywords = "SEMIEMPIRICAL METHODS, RECOGNITION",

author = "RZEPA, \{H S\} and WEBB, \{M L\} and SLAWIN, \{A M Z\} and WILLIAMS, \{D J\}",

year = "1991",

month = jun,

day = "1",

language = "English",

pages = "765--768",

journal = "Journal of the Chemical Society, Chemical Communications",

issn = "0022-4936",

publisher = "Chemical Society",

number = "11",

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T1 - PI FACIAL HYDROGEN-BONDING IN THE CHIRAL RESOLVING AGENT (S)-2,2,2-TRIFLUORO-1-(9-ANTHRYL)ETHANOL AND ITS RACEMIC MODIFICATION

AU - RZEPA, H S

AU - WEBB, M L

AU - SLAWIN, A M Z

AU - WILLIAMS, D J

PY - 1991/6/1

Y1 - 1991/6/1

N2 - Single crystal X-ray analysis reveals that although molecules of pure (S)-and racemic (R,S)-2,2,2-trifluoro-1-(9-anthryl)ethanol 1 differ significantly in their intermolecular packing; in each case a strong hydrogen bond is formed between the OH group of one molecule and a specific pi-face of one benzo ring of 1 which PM3 derived molecular electrostatic potentials show to arise via stereoelectronic assistance from the OH group.

AB - Single crystal X-ray analysis reveals that although molecules of pure (S)-and racemic (R,S)-2,2,2-trifluoro-1-(9-anthryl)ethanol 1 differ significantly in their intermolecular packing; in each case a strong hydrogen bond is formed between the OH group of one molecule and a specific pi-face of one benzo ring of 1 which PM3 derived molecular electrostatic potentials show to arise via stereoelectronic assistance from the OH group.

KW - SEMIEMPIRICAL METHODS

KW - RECOGNITION

UR - https://www.scopus.com/pages/publications/37049072775

M3 - Article

SN - 0022-4936

SP - 765

EP - 768

JO - Journal of the Chemical Society, Chemical Communications

JF - Journal of the Chemical Society, Chemical Communications

IS - 11

ER -

PI FACIAL HYDROGEN-BONDING IN THE CHIRAL RESOLVING AGENT (S)-2,2,2-TRIFLUORO-1-(9-ANTHRYL)ETHANOL AND ITS RACEMIC MODIFICATION

Abstract

Keywords

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