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

TY - JOUR

T1 - Synthesis and modelling of novel rigid rods derived from a simple pentacyclic bis-norbornene [1]

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

UR - http://www.scopus.com/inward/record.url?scp=0032537662&partnerID=8YFLogxK

U2 - 10.1016/S0040-4039(98)00999-X

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

M3 - Article

AN - SCOPUS:0032537662

SN - 0040-4039

VL - 39

SP - 5277

EP - 5280

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 29

ER -