Nonpreorganized neutral acyclic anion receptors: Structural investigations of N, N′-diphenyl-1,3-benzenedisulfonamide and N, N′ bis(4-t-butylphenyl)-1,3-benzenedisulfonamide
Article
Eagle, CT, Kavallieratos, K, Bryan, JC. (2002). Nonpreorganized neutral acyclic anion receptors: Structural investigations of N, N′-diphenyl-1,3-benzenedisulfonamide and N, N′ bis(4-t-butylphenyl)-1,3-benzenedisulfonamide
. 32(7), 165-170. 10.1023/A:1020283701925
The structure of N, N′-diphenyl-1,3-benzenedisulfonamide (1) was determined by single crystal X-ray diffraction. It crystallizes in P2 1/n with cell dimensions: a = 11.8390(6) Å, b = 12.3950(10) Å, c = 12.1184(10) Å, β = 94.388(6)°, and V = 1773.1(2) Å3. Its di-t-butyl derivative, N, N′-bis(4-t-butylphenyl)-1,3-benzenedisulfonamide (2), was prepared and structurally characterized as two solvated structures. Both crystallize in P1̄ with cell dimensions: 2 · CF3CH2OH, a = 9.469(2) Å, b = 10.0039(18) Å, c = 16.385(3) Å, α = 85.561(16)°, β = 83.035(18)°, γ = 72.459(16), and V = 1467.7(5) Å3; 2 · ClCH2CH2Cl, a = 9.559(2) Å, b = 9.8125(12) Å, c = 17.100(6) Å, α = 82.495(19)°, β = 83.47(2)°, γ = 70.100(15), and V = 1491.1(6) Å3. The structures exhibit hydrogen-bonding, and are evaluated in terms of preorganization for anion binding.
