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Bioinorganic Chemistry and Applications
Volume 2009, Article ID 347359, 11 pages
http://dx.doi.org/10.1155/2009/347359
Research Article

Fine Structures of 8-G-1-( - ) (G = H, Cl, and Br) in Crystals and Solutions: Ethynyl Influence and Y- and G-Dependences

Department of Material Science and Chemistry, Faculty of Systems Engineering, Wakayama University, 930 Sakaedani, Wakayama 640-8510, Japan

Received 18 January 2009; Revised 14 April 2009; Accepted 24 June 2009

Academic Editor: Govindasamy Mugesh

Copyright © 2009 Satoko Hayashi et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Abstract

Fine structures of 8-G-1-( - ) [1 (G = H) and 2 (G = Cl): Y = H (a), OMe (b), Me (c), F (d), Cl (e), CN (f), and (g)] are determined by the X-ray analysis. Structures of 1, 2, and 3 (G = Br) are called A if each Se– bond is perpendicular to the naphthyl plane, whereas they are B when the bond is placed on the plane. Structures are observed as A for 1ac bearing Y of nonacceptors, whereas they are B for 1eg with Y of strong acceptors. The change in the structures of 1eg versus those of 1ac is called Y-dependence in 1. The Y-dependence is very specific in 1 relative to 1-( - Se) (4) due to the ethynyl group: the Y-dependence in 1 is almost inverse to the case of 4 due to the ethynyl group. We call the specific effect “Ethynyl Influence.” Structures of 2 are observed as B: the A-type structure of 1b changes dramatically to B of 2b by G = Cl at the 8-position, which is called G-dependence. The structures of 2 and 3 are examined in solutions based on the NMR parameters.