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One hundred years of helicene chemistry. Part 1: non-stereoselective syntheses of carbohelicenes.
MedLine Citation:
PMID:  23151799     Owner:  NLM     Status:  Publisher    
Abstract/OtherAbstract:
Carbohelicenes belong to a class of fascinating, chiral, and helicoidal molecules, which have a rich history in chemistry since the very beginning of the 20th century. A renewed interest in polyaromatic chemistry and new synthetic challenges toward the search for innovative physical, biological, chemical and opto-electronic properties have brought high motivation in this field of studies. Theoretical insights gained from polyaromatic, chiral, conjugated and distorted π-systems are also responsible for this development. Several synthetic avenues were originally reported for making lower helicenes, but for many years, photochemical synthesis has remained a major method for producing small amount of helicenes. High-dilution conditions is still a limiting factor in their synthesis. The fulgurous impact of organometallic chemistry, novel synthetic methods, and recent catalytic systems has promoted the development of helicene chemistry, toward a library of tailor-made and highly functionalized helicene molecules. Helicene chemistry is being considered as an expanding and modern field, leading to several applications in supramolecular chemistry, in nanosciences, in chemical-biology, in polymers and materials science. This first part of a series of three reviews on carbohelicenes will be devoted to a comprehensive report on non-stereoselective reactions and methods for producing helicenes, along with their functionalization.
Authors:
Marc Gingras
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Publication Detail:
Type:  JOURNAL ARTICLE     Date:  2012-11-15
Journal Detail:
Title:  Chemical Society reviews     Volume:  -     ISSN:  1460-4744     ISO Abbreviation:  Chem Soc Rev     Publication Date:  2012 Nov 
Date Detail:
Created Date:  2012-11-15     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  0335405     Medline TA:  Chem Soc Rev     Country:  -    
Other Details:
Languages:  ENG     Pagination:  -     Citation Subset:  -    
Affiliation:
CNRS, UMR CNRS 7325, CINaM, 163 ave. de Luminy, 13288 Marseille, France. marc.gingras@univ-amu.fr.
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