Marichandran Vadivel , Swamynathan K , V. A. Raghunathan , Dr. Sandeep Kumar
{"title":"Synthesis and Characterization of Novel Mesomorphic Chromenonapthophenathridines","authors":"Marichandran Vadivel , Swamynathan K , V. A. Raghunathan , Dr. Sandeep Kumar","doi":"10.1002/ajoc.202400623","DOIUrl":null,"url":null,"abstract":"<div><div>Heterocyclic discotic liquid crystals containing heteroatoms such as O, N, S, Se, P as part of π‐conjugated framework has revolutionized organic semiconductors research. The presence of heteroatom in π‐conjugated core has been reported to strikingly influence the self‐assembling properties. In this work we have synthesized novel chromenophenanthridines where the incorporation of oxygen facilitates the in plane ordering of central core and improves liquid crystalline character in these molecules. This paper elucidates the mesomorphic behavior of chromenonapthophenanthridines prepared via tandem Pictet Spengler cyclisation and ipso‐aromatic substitution in one pot. The synthesized compounds exhibited wide range enantiotropic columnar hexagonal phase. The mesomorphic behavior was suggested as a function of peripheral alkyl chains. The shorter homologue was found to exhibit hexagonal columnar plastic phase whereas higher ones exhibit hexagonal columnar phase.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 3","pages":"Article e202400623"},"PeriodicalIF":2.8000,"publicationDate":"2025-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Asian Journal of Organic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S2193580725000510","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Synthesis and Characterization of Novel Mesomorphic Chromenonapthophenathridines
Heterocyclic discotic liquid crystals containing heteroatoms such as O, N, S, Se, P as part of π‐conjugated framework has revolutionized organic semiconductors research. The presence of heteroatom in π‐conjugated core has been reported to strikingly influence the self‐assembling properties. In this work we have synthesized novel chromenophenanthridines where the incorporation of oxygen facilitates the in plane ordering of central core and improves liquid crystalline character in these molecules. This paper elucidates the mesomorphic behavior of chromenonapthophenanthridines prepared via tandem Pictet Spengler cyclisation and ipso‐aromatic substitution in one pot. The synthesized compounds exhibited wide range enantiotropic columnar hexagonal phase. The mesomorphic behavior was suggested as a function of peripheral alkyl chains. The shorter homologue was found to exhibit hexagonal columnar plastic phase whereas higher ones exhibit hexagonal columnar phase.
期刊介绍:
Organic chemistry is the fundamental science that stands at the heart of chemistry, biology, and materials science. Research in these areas is vigorous and truly international, with three major regions making almost equal contributions: America, Europe and Asia. Asia now has its own top international organic chemistry journal—the Asian Journal of Organic Chemistry (AsianJOC)
The AsianJOC is designed to be a top-ranked international research journal and publishes primary research as well as critical secondary information from authors across the world. The journal covers organic chemistry in its entirety. Authors and readers come from academia, the chemical industry, and government laboratories.