TY - JOUR
T1 - Thiaheterohelicenes 3. Donor properties of a series of benzene-capped thiaheterohelicenes. Structure of a tetrathianonahelicene and its TCNQ salt
AU - Larsen, J.
AU - Dolbecq, A.
AU - Bechgaard, K.
PY - 1996
Y1 - 1996
N2 - The donor properties of a series of thiaheterohelicenes have been investigated by cyclic voltammetry. The thiaheterohelicenes are oxidised to the corresponding cation radicals at potentials from 1.03 to 1.45 V vs. SCE. The structure of racemic 5,8,11,14-tetrathia[9]helicene 1 was solved. Compound 1 crystallizes in the orthorbombic system, space group Pbca. with a = 8.304(2), b = 15.842(3), c - 33.400(8) Å, V = 4394(2) Å3. Compound 1 can be oxidised to a rather unstable semiconducting salt, (1)2PF6. Treatment of racemic 1 with 7,7′,8,8′-tetracyanoquinodimethane (TCNQ) gave an insulating solid, 1: TCNQ. The structure of 1:TCNQ was solved. I:TCNQ crystallizes in the monoclinic system, space group C2/c, with a - 20.049(5), b = 15.258(3), c = 10.960(1) Å, β = 103.78(2)°, V = 3256(1) Å3. The compound crystallizes in a so-called mixed stack structure.
AB - The donor properties of a series of thiaheterohelicenes have been investigated by cyclic voltammetry. The thiaheterohelicenes are oxidised to the corresponding cation radicals at potentials from 1.03 to 1.45 V vs. SCE. The structure of racemic 5,8,11,14-tetrathia[9]helicene 1 was solved. Compound 1 crystallizes in the orthorbombic system, space group Pbca. with a = 8.304(2), b = 15.842(3), c - 33.400(8) Å, V = 4394(2) Å3. Compound 1 can be oxidised to a rather unstable semiconducting salt, (1)2PF6. Treatment of racemic 1 with 7,7′,8,8′-tetracyanoquinodimethane (TCNQ) gave an insulating solid, 1: TCNQ. The structure of 1:TCNQ was solved. I:TCNQ crystallizes in the monoclinic system, space group C2/c, with a - 20.049(5), b = 15.258(3), c = 10.960(1) Å, β = 103.78(2)°, V = 3256(1) Å3. The compound crystallizes in a so-called mixed stack structure.
KW - Materialer med særlige fysiske og kemiske egenskaber; Nye funktionelle materialer
U2 - 10.3891/acta.chem.scand.50-0083
DO - 10.3891/acta.chem.scand.50-0083
M3 - Journal article
SN - 0904-213X
VL - 50
SP - 83
EP - 89
JO - Acta Chemica Scandinavica
JF - Acta Chemica Scandinavica
ER -