new π-delocalized persistent radicals新π-delocalized持久性自由基.pdfVIP

Molecules 2004, 9, 716-724 molecules ISSN 1420-3049 New π-Delocalized Persistent Radicals Piotr Kaszynski * Organic Materials Research Group, Department of Chemistry, Vanderbilt University, Nashville, TN 37235, USA. Tel.: (+1) (615) 322-3458, Fax: (+1) (615) 343-1234. *Author to whom all correspondence should be addressed; e-mail: piotr.kaszynski@ Received: 7 May 2004 / Accepted: 1 June 2004 / Published: 31 August 2004 Abstract: Progress in the theoretical and experimental investigation of heterocyclic radicals suitable for incorporation into the structure of a liquid crystalline molecule is described. Five classes of heterocyclic systems are discussed, including their methods of preparation, stability and further functionalization to form potentially mesogenic materials. Introduction Over the past decade, we have been developing liquid crystalline radicals in order to study the magnetic behavior of stable radicals in organized media [1]. In this context, we have focused on electrically neutral π-delocalized heteroaromatic radicals containing the thioaminyl fragment [2]. Some of the possible heteroaromatic radicals are shown in Figure 1. The one- and two-ring radicals A- D are designed to be structural elements of calamitic (or rod-like) mesogens, while the three- and four- ring systems (E-H) are intended for construction of disk-like molecules expected to exhibit columnar phases [3]. Included among the synthetic targets are biradicals G and H. The former, a distant cousin of m-xylylene, is pre