Tetrahedron p. 261 - 266 (1982)
Update date:2022-08-03
Topics:
McIntosh, John M.
An improved synthesis of 1-azoniatricyclo<4.4.3.01,6>tridecane (2) and the preparation of the remaining member of the series, 1-azoniatricyclo<4.3.3.01,6>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.
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