125344-89-0Relevant articles and documents
Conformational analysis by PMR spectroscopy: Conformational preferences of sp2-lone electron pair about N-C bond in N-(2'-isoquinolyl)imides
Verma, Ashok K.,Mahanti, Subodh,Verma, Shiva M.
, p. 457 - 461 (2007/10/02)
Restricted rotation and non-planar conformations about the N-C bond in N-(2'-isoquinolyl)imides have been shown with the help of asymmetric cage moieties derived from a number of Diels-Alder adducts of maleic anhydride and cyclic dienes through PMR spectral studies.Further, it has been demonstrated that the sp2-hybridized lone electron pair of 2'-isoquinolyl moiety prefers anti-orientation.Predominance of anti-conformation has been observed with increasing ?-electron density around the cage and is exclusive with a cage-benzo ring.VTNMR data have revealed an increase in the torsional barrier to the conformational exchange (of the order of 23 kcal/mole) indicating that the sp2-lone electron pair exerts a definite steric repulsion on the imidyl carbonyls.