Synthesis and modelling of novel rigid rods derived from a simple pentacyclic bis-norbornene [1]

Davor Margetic; Martin R. Johnston; Edward R.T. Tiekink; Ronald N. Warrener

doi:10.1016/S0040-4039(98)00999-X

Synthesis and modelling of novel rigid rods derived from a simple pentacyclic bis-norbornene [1]

Davor Margetic, Martin R. Johnston, Edward R.T. Tiekink, Ronald N. Warrener

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

29 Citations (Scopus)

Abstract

New rigid rods with 4σ, 6σ, 10σ, 12σ, and 16σ bond separations have been prepared from the pentacyclic diene 3 using ACE (alkene plus cyclobutene epoxide) and s-tetrazine coupling techniques and their shapes evaluated using AM1 calculations. The X-ray structure of the 6σ-rod 5 is reported.

Original language	English
Pages (from-to)	5277-5280
Number of pages	4
Journal	Tetrahedron Letters
Volume	39
Issue number	29
DOIs	https://doi.org/10.1016/S0040-4039(98)00999-X
Publication status	Published - 16 Jul 1998
Externally published	Yes

Keywords

Cycloaddition
Molecular modelling
Stereoselection
Tetrazines

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abstract = "New rigid rods with 4σ, 6σ, 10σ, 12σ, and 16σ bond separations have been prepared from the pentacyclic diene 3 using ACE (alkene plus cyclobutene epoxide) and s-tetrazine coupling techniques and their shapes evaluated using AM1 calculations. The X-ray structure of the 6σ-rod 5 is reported.",

keywords = "Cycloaddition, Molecular modelling, Stereoselection, Tetrazines",

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AU - Margetic, Davor

AU - Johnston, Martin R.

AU - Tiekink, Edward R.T.

AU - Warrener, Ronald N.

PY - 1998/7/16

Y1 - 1998/7/16

N2 - New rigid rods with 4σ, 6σ, 10σ, 12σ, and 16σ bond separations have been prepared from the pentacyclic diene 3 using ACE (alkene plus cyclobutene epoxide) and s-tetrazine coupling techniques and their shapes evaluated using AM1 calculations. The X-ray structure of the 6σ-rod 5 is reported.

AB - New rigid rods with 4σ, 6σ, 10σ, 12σ, and 16σ bond separations have been prepared from the pentacyclic diene 3 using ACE (alkene plus cyclobutene epoxide) and s-tetrazine coupling techniques and their shapes evaluated using AM1 calculations. The X-ray structure of the 6σ-rod 5 is reported.

KW - Cycloaddition

KW - Molecular modelling

KW - Stereoselection

KW - Tetrazines

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DO - 10.1016/S0040-4039(98)00999-X

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 29

ER -

Synthesis and modelling of novel rigid rods derived from a simple pentacyclic bis-norbornene [1]

Abstract

Keywords

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