On the synthesis and functionalisation of the 4-aza-8,12-dioxa-4,8,12,12c-tetrahydrodibenzo[¤cd,mn¤]pyrenium system

Frederik C Krebs

doi:10.1016/S0040-4039(02)02512-1

On the synthesis and functionalisation of the 4-aza-8,12-dioxa-4,8,12,12c-tetrahydrodibenzo[¤cd,mn¤]pyrenium system

Frederik C Krebs

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Abstract

The preparative use of the reaction between tris(2,6-dimethoxyphenyl)carbenium tetrafluoroborate and excess of an arylamine such as 4-methylaniline or 4-bromoaniline to yield firstly the aryl functionalised acridinium derivatives and then further in situ reaction to yield the desired functionalised triangulenium salts was found to be problematic. A preparative route for the triangulenium salts is presented along with a demonstration of the further derivatisation by a standard Suzuki coupling reaction. (C) 2002 Elsevier Science Ltd. All rights reserved.

Original language	English
Journal	Tetrahedron Letters
Volume	44
Issue number	1
Pages (from-to)	17-21
ISSN	0040-4039
DOIs	https://doi.org/10.1016/S0040-4039(02)02512-1
Publication status	Published - 2003

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abstract = "The preparative use of the reaction between tris(2,6-dimethoxyphenyl)carbenium tetrafluoroborate and excess of an arylamine such as 4-methylaniline or 4-bromoaniline to yield firstly the aryl functionalised acridinium derivatives and then further in situ reaction to yield the desired functionalised triangulenium salts was found to be problematic. A preparative route for the triangulenium salts is presented along with a demonstration of the further derivatisation by a standard Suzuki coupling reaction. (C) 2002 Elsevier Science Ltd. All rights reserved. ",

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AB - The preparative use of the reaction between tris(2,6-dimethoxyphenyl)carbenium tetrafluoroborate and excess of an arylamine such as 4-methylaniline or 4-bromoaniline to yield firstly the aryl functionalised acridinium derivatives and then further in situ reaction to yield the desired functionalised triangulenium salts was found to be problematic. A preparative route for the triangulenium salts is presented along with a demonstration of the further derivatisation by a standard Suzuki coupling reaction. (C) 2002 Elsevier Science Ltd. All rights reserved.

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On the synthesis and functionalisation of the 4-aza-8,12-dioxa-4,8,12,12c-tetrahydrodibenzo[¤cd,mn¤]pyrenium system

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