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  Cation-anion CH...O¯ interactions in the metal-free phenolate, tetra-n-butylammonium phenol-phenolate

Goddard, R., Herzog, H. M., & Reetz, M. T. (2002). Cation-anion CH..O¯ interactions in the metal-free phenolate, tetra-n-butylammonium phenol-phenolate. Tetrahedron, 58(39), 7847-7850. doi:10.1016/S0040-4020(02)00900-6.

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Item Permalink: https://hdl.handle.net/11858/00-001M-0000-000F-9997-7 Version Permalink: https://hdl.handle.net/11858/00-001M-0000-0023-C2BF-F
Genre: Journal Article

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 Creators:
Goddard, R.1, Author           
Herzog, H. M.2, Author           
Reetz, M. T.2, Author           
Affiliations:
1Service Department Lehmann (EMR), Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445625              
2Research Department Reetz, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445588              

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Free keywords: tetra-n-butylammonium phenol-phenolate; ion pair interaction; metal-free phenolate
 Abstract: Deprotonation of phenol by tetra-n-butylammonium hydroxide and subsequent removal of water by P2O5 results in quantitative formation of tetra-n-butylammonium phenol-phenolate. The compound crystallizes as an ion pair, with the solute phenol molecule intimately attached to the phenolate anion by an O- H...O- hydrogen bond (O...O 2.471(5) Angstrom). A short contact between one alpha-C atom of the tetra-n-butylammonium cation and the phenolate O atom indicates that the ion pair interaction is strengthened by an additional C-H...O- hydrogen- bond, despite the attached phenol. (C) 2002 Elsevier Science Ltd. All rights reserved.

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Language(s): eng - English
 Dates: 2002-09-23
 Publication Status: Issued
 Pages: -
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: eDoc: 19893
DOI: 10.1016/S0040-4020(02)00900-6
ISI: 000178197500012
 Degree: -

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Title: Tetrahedron
  Alternative Title : Tetrahedron
Source Genre: Journal
 Creator(s):
Affiliations:
Publ. Info: -
Pages: - Volume / Issue: 58 (39) Sequence Number: - Start / End Page: 7847 - 7850 Identifier: ISSN: 0040-4020