Gold-catalyzed C(sp3)-H bond functionalization

C-H bonds are ubiquitous in organic molecules. Homogenous gold-catalyzed direct functionalization of unsaturated C-H bonds has emerged as a powerful method in our synthetic toolbox. However, C sp 3 -H bonds have larger dissociation energy and lower proton acidity, and thus the efficient and exquisit...

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Bibliographic Details
Published in:Chemical Society reviews 2014-08, Vol.43 (15), p.5245-5256
Main Authors: Xie, Jin, Pan, Changduo, Abdukader, Ablimit, Zhu, Chengjian
Format: Article
Language:English
Subjects:
Bonding
Chemical bonds
Cleavage
Economics
Free energy
Heat of formation
Sustainability
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Summary:C-H bonds are ubiquitous in organic molecules. Homogenous gold-catalyzed direct functionalization of unsaturated C-H bonds has emerged as a powerful method in our synthetic toolbox. However, C sp 3 -H bonds have larger dissociation energy and lower proton acidity, and thus the efficient and exquisitely selective cleavage of this kind of chemical bonds for the formation of new carbon-carbon and carbon-heteroatom bonds is still a great challenge. In this tutorial review, we will highlight the recent achievements of gold-catalyzed oxidative and redox-neutral C sp 3 -H bond functionalization, which opens new avenues for economical and sustainable construction of fine chemicals. Homogeneous gold-catalyzed sp 3 C-H bond functionalization strategy opens a new avenue for economical and sustainable construction of fine chemicals.
ISSN:0306-0012
1460-4744
DOI:10.1039/c4cs00004h