TY - JOUR
T1 - Synthesis and crystal structure of trimeric sodium 2,2,6,6- tetramethylpiperidide (NaTMP)
AU - Gehrhus, B.
AU - Hitchcock, P.H.
AU - Kennedy, A.R.
AU - Lappert, M.F.
AU - Mulvey, R.E.
AU - Rodger, P.J.A.
PY - 1999/9/15
Y1 - 1999/9/15
N2 - The title compound has been synthesised in powder form by two distinct methods: namely by sodiation of the parent amine 2,2,6,6-tetramethylpiperidine with n-butylsodium in a hydrocarbon solvent or by transmetallation from lithium 2,2,6,6-tetramethylpiperidide through the action of sodium t-butoxide in hexane solution. An alternative crystalline specimen suitable for X-ray crystallographic study was grown from a solution which additionally contained n,s-dibutylmagnesium. This study reveals a trimeric molecule of C3h symmetry, its salient feature being a strictly planar (NaN)3 ring. The sterically encumbered amide anions are separated by large N---Na---N bond angles of 143.76(6)°, the bonding in which is slightly asymmetrical (Na---N bond lengths: 2.307(2) and 2.362(2) î..). Discussion focuses on the contrast between the tetrameric ring arrangement of the lithium congener, which was reported several years ago.
AB - The title compound has been synthesised in powder form by two distinct methods: namely by sodiation of the parent amine 2,2,6,6-tetramethylpiperidine with n-butylsodium in a hydrocarbon solvent or by transmetallation from lithium 2,2,6,6-tetramethylpiperidide through the action of sodium t-butoxide in hexane solution. An alternative crystalline specimen suitable for X-ray crystallographic study was grown from a solution which additionally contained n,s-dibutylmagnesium. This study reveals a trimeric molecule of C3h symmetry, its salient feature being a strictly planar (NaN)3 ring. The sterically encumbered amide anions are separated by large N---Na---N bond angles of 143.76(6)°, the bonding in which is slightly asymmetrical (Na---N bond lengths: 2.307(2) and 2.362(2) î..). Discussion focuses on the contrast between the tetrameric ring arrangement of the lithium congener, which was reported several years ago.
KW - sodiation
KW - 2
KW - 6
KW - 6-tetramethylpiperidine
KW - n-butylsodium
KW - X-ray crystallographic study
UR - http://dx.doi.org/10.1016/S0022-328X(99)00284-3
U2 - 10.1016/S0022-328X(99)00284-3
DO - 10.1016/S0022-328X(99)00284-3
M3 - Article
VL - 587
JO - Journal of Organometallic Chemistry
JF - Journal of Organometallic Chemistry
SN - 0022-328X
IS - 1
ER -