New proton-ionizable lariat ethers with picrylamino-type side arms and their alkali metal salts. Synthesis and structural studies

Journal of Organic Chemistry

Volumn 64, Issue 15, 1999, Pages 5341-5349

  Bartsch, Richard A ^a   Hwang, Hong Sik ^a   Talanov, Vladimir S ^a   Talanova, Galina G ^a   Purkiss, David W ^a   Rogers, Robin D ^b  

^a TEXAS TECH UNIVERSITY   (United States)

^b UNIVERSITY OF ALABAMA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALKALI METAL; ETHER DERIVATIVE;

ARTICLE; CHEMICAL BINDING; CHEMICAL STRUCTURE; COMPLEX FORMATION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; SOLID STATE; STRUCTURE ANALYSIS; SYNTHESIS; X RAY DIFFRACTION;

EID: 0033597802     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo990116h     Document Type: Article

References (22)

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21. +. A larger cation causes a greater desymmetrization in the complex and, therefore, a larger Δδ value.
22. Pic value depends on both the electronic and magnetic environments of the protons. The electronic environments of the nonequivalent picryl protons will be nearly the same, since the distances between each of the picryl protons and the nonequivalent o-nitro groups are the same for all of the salts. Also, the distances between each of the picryl protons and the cation will vary only slightly as the metal ion is changed. Different magnetic environments arise from the differing spatial locations of the nonequivalent picryl protons relative to the benzo groups of the CE moiety, and become significant only for close proximity to these benzo groups.