Bis(1‐Methyl‐ortho‐Carboranyl)Borane
The Lewis superacid, bis(1‐methyl‐ortho‐carboranyl)borane, is rapidly accessed in two steps. It is a very effective hydroboration reagent capable of B−H addition to alkenes, alkynes, and cyclopropanes. To date, this is the first identified Lewis superacidic secondary borane and most reactive neutral...
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Published in | Angewandte Chemie International Edition Vol. 62; no. 34; pp. e202307040 - n/a |
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Main Authors | , , , |
Format | Journal Article |
Language | English |
Published |
Germany
Wiley Subscription Services, Inc
21.08.2023
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Edition | International ed. in English |
Subjects | |
Online Access | Get full text |
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Summary: | The Lewis superacid, bis(1‐methyl‐ortho‐carboranyl)borane, is rapidly accessed in two steps. It is a very effective hydroboration reagent capable of B−H addition to alkenes, alkynes, and cyclopropanes. To date, this is the first identified Lewis superacidic secondary borane and most reactive neutral hydroboration reagent.
A Lewis superacidic secondary borane, bis(ortho‐carboranyl)borane (HBMeoCb2) has been synthesized and is demonstrated to be a very reactive hydroboration reagent. It can perform regioselective 1,2‐hydroboration of carbon‐carbon multiple bonds, a unique 1,1‐hydroboration for acetylenes featuring an aryl and silyl substituent, and the formal 1,3‐hydroboration of cyclopropanes, all without the need of a catalyst. |
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Bibliography: | ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23 |
ISSN: | 1433-7851 1521-3773 |
DOI: | 10.1002/anie.202307040 |