Journal
CHEMICAL SOCIETY REVIEWS
Volume 42, Issue 3, Pages 968-1006Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c2cs35154d
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Funding
- Aix-Marseille University
- French Ministry of Higher Education and Research (MESR)
- French National Center for Scientific Research (CNRS)
- ANR Glycoasterix [PCV08_322689]
- ANR BioNanoPlasmon
- ANR LaserNanoBio
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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 pi-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.
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