Organic fluorescent molecules have broad applications in modern technology, such as in security systems, chemosensors, bioprobes, field-effect transistors, memory devices, organic light-emitting diodes, etc. The transition-metal-catalyzed C-H bond functionalization approach represents a distinct, facile, and atom-efficient tactic for the construction of organic fluorescent molecules, which are often difficult to prepare using typical synthetic methods. In this review, four types of C-H bond functionalization reactions for the preparation of fluorescent materials are discussed: (1) transition-metal-catalyzed C-H/C-X cross-coupling reactions; (2) transition-metal-catalyzed C-H/C-H cross-coupling reactions; (3) transitionmetal-catalyzed C-H addition and/or annulation reactions; and (4) transition-metal-catalyzed C-H/C-M or C-H/Het-H bond functionalization. The objective of this review is to characterize the current state of the art in using transition-metal-catalyzed C-H functionalization to build fluorescent molecules as well as their application in electroluminescent materials, mechanofluorochromic materials, labels, sensors for bioimaging, etc.
This is the author manuscript accepted for publication and has undergone full peer review but has not been through the copyediting, typesetting, pagination and proofreading process, which may lead to differences between this version and the Version of Record.
Asymmetric synthesis
of
new atropisomerically multilayered chiral targets has been achieved
by taking advantage of the strategy of center-to-multilayer chirality
and double Suzuki–Miyaura couplings. Diastereomers were readily
separated via flash column chromatography and well
characterized. Absolute configuration assignment was determined by
X-ray structural analysis. Five enantiomerically pure isomers possessing
multilayer chirality were assembled utilizing anchors involving electron-rich
aromatic connections. An overall yield of 0.69% of the final target
with hydroxyl attachment was achieved over 11 steps from commercially
available starting materials.
A new asymmetric method for the synthesis of highly functionalized 4H-chromenes was developed via Group-Assisted Purification (GAP) chemistry and shown in good to high yield and excellent diastereoselectivity.
A new asymmetric method for the synthesis of highly functionalized 2,3-dihydrobenzofuranes in good to high yields and excellent diastereoselectivity via group-assisted purification (GAP) chemistry.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.