TY - JOUR
T1 - Bent aromatic rings in naphthalene derivatives
AU - Ashton, Peter R.
AU - Brown, George R.
AU - Foubister, Alan J.
AU - Smith, Diane R.
AU - Spencer, Neil
AU - Stoddart, J. Fraser
AU - Williams, David J.
PY - 1993/12/17
Y1 - 1993/12/17
N2 - X-Ray crystallography and dynamic 1H NMR spectroscopy have revealed that 1,4,5,8-tetramethyl-, 1-bromomethyl-4,5,8-trimethyl-, and 1,8-bis(bromomethyl)-4,5-dimethyl-2,3,6,7-tetrabromonaphthalene - 3, 4, and 5, respectively - have severely distorted naphthalene nuclei in the solid state that also correspond to the gross conformations that occupy appreciable (ΔG‡∼16 kcal mol-1) energy wells in the solution state.
AB - X-Ray crystallography and dynamic 1H NMR spectroscopy have revealed that 1,4,5,8-tetramethyl-, 1-bromomethyl-4,5,8-trimethyl-, and 1,8-bis(bromomethyl)-4,5-dimethyl-2,3,6,7-tetrabromonaphthalene - 3, 4, and 5, respectively - have severely distorted naphthalene nuclei in the solid state that also correspond to the gross conformations that occupy appreciable (ΔG‡∼16 kcal mol-1) energy wells in the solution state.
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U2 - 10.1016/S0040-4039(00)61424-7
DO - 10.1016/S0040-4039(00)61424-7
M3 - Article
AN - SCOPUS:0027759737
VL - 34
SP - 8333
EP - 8336
JO - Tetrahedron Letters
JF - Tetrahedron Letters
SN - 0040-4039
IS - 51
ER -