Structure of Dibenzocrown Ethers and their H-Bonded Adducts.1. [1.5]Dibenzo-18-Crown-6 and Biphenyl-20-Crown-6: Complexes with Amidosulfuric Acid

Abstract

The interaction of the amidosulfuric acid NH 3 SO 3 with 15 distal and proximal dibenzocrown ethers, including diphenyloxide, diphenylsulfide and biphenyl ones leads to the stable (1:1) complexes only in the case of [2.4]- and [1.5]dibenzo-18-crown-6 and biphenyl-20-crown-6. According to the data of the X-ray analysis, in the two last adducts the amidosulfuric acid coordinates to hexadentate crown ethers in a zwitterion form through a near-ideal ‘tripod’ arrangement to alternate crown oxygen atoms. The conformations of crown molecules are different in complexes and in initial macrocyclic ligands.