8-Aminoquinoline as a bidentate traceless directing group for Cu-catalyzed selective B(4,5)–H disulfenylation of o -carboranes

A traceless bidentate directing group guided copper catalyzed direct cage B(4,5)–H disulfenylation of o -carboranes has been achieved, leading to a series of B(4,5)–disulfenylated o -carborane derivatives in high yields with excellent regioselectivity. The in situ departure of the 8-aminoquinoline b...

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Bibliographic Details
Published inChemical communications (Cambridge, England) Vol. 56; no. 85; pp. 12997 - 13000
Main Authors Chen, Yu, Quan, Yangjian, Xie, Zuowei
Format Journal Article
LanguageEnglish
Published Cambridge Royal Society of Chemistry 27.10.2020
Subjects
Aminoquinolines
cages
Carborane
Copper
Crystallography
NMR
Nuclear magnetic resonance
Organometallic compounds
Regioselectivity
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ISSN1359-7345
1364-548X
1364-548X
DOI10.1039/D0CC05207H

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Summary:A traceless bidentate directing group guided copper catalyzed direct cage B(4,5)–H disulfenylation of o -carboranes has been achieved, leading to a series of B(4,5)–disulfenylated o -carborane derivatives in high yields with excellent regioselectivity. The in situ departure of the 8-aminoquinoline bidentate auxiliary circumvents additional processes for directing group removal, thus enhancing the atom-/step-economy.
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ISSN:1359-7345
1364-548X
1364-548X
DOI:10.1039/D0CC05207H