The University of Southampton
University of Southampton Institutional Repository

General access to aminobenzyl-o-carboranes as a new class of carborane derivatives: entry to enantiopure carborane-amine combinations

General access to aminobenzyl-o-carboranes as a new class of carborane derivatives: entry to enantiopure carborane-amine combinations
General access to aminobenzyl-o-carboranes as a new class of carborane derivatives: entry to enantiopure carborane-amine combinations
The convenient synthesis of original aminobenzyl-o-carboranes, which represent a new class of nitrogenated carborane derivatives, is described. These novel compounds have been efficiently prepared starting from commercially available aromatic aldehydes and monosubstituted o-carboranes via carboranyl alcohols and chlorides as intermediates. The key step of this methodology is a selective nucleophilic amination under mild conditions that allows the formation of the expected amines while limiting the partial deboronation of the carborane cluster. This general strategy has been applied to the preparation of a wide variety of aminobenzyl-o-carboranes. The extension of this pathway to the synthesis of enantiopure carborane–amine combinations is also described
0947-6539
12030-12042
Terrasson, Vincent
28abd553-801c-415a-a09f-ff32adb54107
Planas, José Giner
98b21b50-1c21-4265-bd3c-67afe28ef652
Prim, Damien
0f74e921-8f1c-4916-830f-36f0cc5f85f9
Teixidor, Francesc
d24b81b5-5d82-42ca-bd30-fd9c73d0ee68
Viñas, Clara
636b5d2e-fefb-4e83-93df-9615eee8e771
Light, Mark E.
cf57314e-6856-491b-a8d2-2dffc452e161
Hursthouse, Michael B.
57a2ddf9-b1b3-4f38-bfe9-ef2f526388da
Terrasson, Vincent
28abd553-801c-415a-a09f-ff32adb54107
Planas, José Giner
98b21b50-1c21-4265-bd3c-67afe28ef652
Prim, Damien
0f74e921-8f1c-4916-830f-36f0cc5f85f9
Teixidor, Francesc
d24b81b5-5d82-42ca-bd30-fd9c73d0ee68
Viñas, Clara
636b5d2e-fefb-4e83-93df-9615eee8e771
Light, Mark E.
cf57314e-6856-491b-a8d2-2dffc452e161
Hursthouse, Michael B.
57a2ddf9-b1b3-4f38-bfe9-ef2f526388da

Terrasson, Vincent, Planas, José Giner, Prim, Damien, Teixidor, Francesc, Viñas, Clara, Light, Mark E. and Hursthouse, Michael B. (2009) General access to aminobenzyl-o-carboranes as a new class of carborane derivatives: entry to enantiopure carborane-amine combinations. Chemistry - A European Journal, 15 (44), 12030-12042. (doi:10.1002/chem.200901332).

Record type: Article

Abstract

The convenient synthesis of original aminobenzyl-o-carboranes, which represent a new class of nitrogenated carborane derivatives, is described. These novel compounds have been efficiently prepared starting from commercially available aromatic aldehydes and monosubstituted o-carboranes via carboranyl alcohols and chlorides as intermediates. The key step of this methodology is a selective nucleophilic amination under mild conditions that allows the formation of the expected amines while limiting the partial deboronation of the carborane cluster. This general strategy has been applied to the preparation of a wide variety of aminobenzyl-o-carboranes. The extension of this pathway to the synthesis of enantiopure carborane–amine combinations is also described

Full text not available from this repository.

More information

Published date: November 2009

Identifiers

Local EPrints ID: 179437
URI: http://eprints.soton.ac.uk/id/eprint/179437
ISSN: 0947-6539
PURE UUID: 01e33067-a096-470e-8258-15a616a3a0d1
ORCID for Mark E. Light: ORCID iD orcid.org/0000-0002-0585-0843

Catalogue record

Date deposited: 08 Apr 2011 08:54
Last modified: 05 Nov 2019 01:56

Export record

Altmetrics

Download statistics

Downloads from ePrints over the past year. Other digital versions may also be available to download e.g. from the publisher's website.

View more statistics

Atom RSS 1.0 RSS 2.0

Contact ePrints Soton: eprints@soton.ac.uk

ePrints Soton supports OAI 2.0 with a base URL of http://eprints.soton.ac.uk/cgi/oai2

This repository has been built using EPrints software, developed at the University of Southampton, but available to everyone to use.

We use cookies to ensure that we give you the best experience on our website. If you continue without changing your settings, we will assume that you are happy to receive cookies on the University of Southampton website.

×