Synthesis of symmetric dinitro-functionalised tröger's base analogues

M. Delower H Bhuiyan; Andrew B. Mahon; Paul Jensen; Jack K. Clegg; Andrew C. Try

doi:10.1002/ejoc.200801032

Synthesis of symmetric dinitro-functionalised tröger's base analogues

M. Delower H Bhuiyan, Andrew B. Mahon, Paul Jensen, Jack K. Clegg, Andrew C. Try

Research output: Contribution to journal › Article › peer-review

27 Citations (Scopus)

Abstract

The synthesis of six new examples of 2,8-dinitro-substituted Tröger's base analogues are reported, together with the first examples of 1,7-, 3,9- and 4,10-dinitro Tröger's base analogues and the first example of a tetranitro Tröger's base compound. Several of these dinitro compounds lack substituents at the 2- and 8-positions and therefore provide further examples of Tröger's base analogues derived from anilines lacking a para substituent.

Original language	English
Pages (from-to)	687-698
Number of pages	12
Journal	European Journal of Organic Chemistry
Volume	2009
Issue number	5
DOIs	https://doi.org/10.1002/ejoc.200801032
Publication status	Published - Feb 2009

Keywords

Tröger’s base
chirality
aromatic substitution
nitroanilines

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10.1002/ejoc.200801032

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title = "Synthesis of symmetric dinitro-functionalised tr{\"o}ger's base analogues",

abstract = "The synthesis of six new examples of 2,8-dinitro-substituted Tr{\"o}ger's base analogues are reported, together with the first examples of 1,7-, 3,9- and 4,10-dinitro Tr{\"o}ger's base analogues and the first example of a tetranitro Tr{\"o}ger's base compound. Several of these dinitro compounds lack substituents at the 2- and 8-positions and therefore provide further examples of Tr{\"o}ger's base analogues derived from anilines lacking a para substituent.",

keywords = "Tr{\"o}ger{\textquoteright}s base, chirality, aromatic substitution, nitroanilines",

author = "Bhuiyan, \{M. Delower H\} and Mahon, \{Andrew B.\} and Paul Jensen and Clegg, \{Jack K.\} and Try, \{Andrew C.\}",

year = "2009",

month = feb,

doi = "10.1002/ejoc.200801032",

language = "English",

volume = "2009",

pages = "687--698",

journal = "European Journal of Organic Chemistry",

issn = "1434-193X",

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TY - JOUR

T1 - Synthesis of symmetric dinitro-functionalised tröger's base analogues

AU - Bhuiyan, M. Delower H

AU - Mahon, Andrew B.

AU - Jensen, Paul

AU - Clegg, Jack K.

AU - Try, Andrew C.

PY - 2009/2

Y1 - 2009/2

N2 - The synthesis of six new examples of 2,8-dinitro-substituted Tröger's base analogues are reported, together with the first examples of 1,7-, 3,9- and 4,10-dinitro Tröger's base analogues and the first example of a tetranitro Tröger's base compound. Several of these dinitro compounds lack substituents at the 2- and 8-positions and therefore provide further examples of Tröger's base analogues derived from anilines lacking a para substituent.

AB - The synthesis of six new examples of 2,8-dinitro-substituted Tröger's base analogues are reported, together with the first examples of 1,7-, 3,9- and 4,10-dinitro Tröger's base analogues and the first example of a tetranitro Tröger's base compound. Several of these dinitro compounds lack substituents at the 2- and 8-positions and therefore provide further examples of Tröger's base analogues derived from anilines lacking a para substituent.

KW - Tröger’s base

KW - chirality

KW - aromatic substitution

KW - nitroanilines

UR - https://www.scopus.com/pages/publications/60849086180

U2 - 10.1002/ejoc.200801032

DO - 10.1002/ejoc.200801032

M3 - Article

AN - SCOPUS:60849086180

SN - 1434-193X

VL - 2009

SP - 687

EP - 698

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

IS - 5

ER -

Synthesis of symmetric dinitro-functionalised tröger's base analogues

Abstract

Keywords

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