82360-24-5Relevant articles and documents
AZAPROPELLANES AS PHASE-TRANSFER CATALYSTS-II A CMR AND PMR STUDY OF THE THREE-DIMENSIONAL STRUCTURE OF 1-AZONIAPROPELLANES CONTAINING 5- AND 6-MEMBERED RINGS
McIntosh, John M.
, p. 261 - 266 (2007/10/02)
An improved synthesis of 1-azoniatricyclo1,6>tridecane (2) and the preparation of the remaining member of the series, 1-azoniatricyclo1,6>dodecane salts (3) have been achieved.Using a combination of 1H (at 400 MHz) and 13C NMR spectra has allowed the assignment of the signals in the well-resolved 1H spectra.The results indicate that 1 exists in the all-chair form which undergoes racemisation by ring inversion with a rate constant of 0.7 sec-1 and further that the counterion in these salts is restricted to associating with only one face of the tetrahedral N atom.