1207684-87-4Relevant academic research and scientific papers
Synthesis, structures, and conformational characteristics of triptycene-derived calix[5]arenes
Tian, Xiao-Hong,Chen, Chuan-Feng
supporting information; experimental part, p. 524 - 527 (2010/05/18)
[Chemical equation presented] A series of novel calix[5]arenes 5 containing one 1,8-dimethoxytriptycene moiety were synthesized through an efficient fragment coupling strategy. The subsequent demethylatlon of 5 with BBr 3 In dry dichloromethane gave the callx[5]arenes 6. Debutylatlon of both 5a～b and 6a～b with AlCl3 resulted in the same products 7a～7b. The structural studies revealed that all of the macrocyclic compounds have well-defined structures with fixed cone conformations in both solution and solid state. Moreover, it was also found that the triptycene-derived calix[5]arenes could encapsulate small neutral molecules In the solid state.
Triptycene-derived calix [6]arenes: Synthesis, structures, and their complexation with fullerenes C60and C70
Tian, Xiao-Hong,Chen, Chuan-Feng
scheme or table, p. 8072 - 8079 (2010/09/07)
Two pairs of novel triptycene-derived calix[6]arenes 4a, b and 5a, b have been efficiently synthesized through both one-pot and two-step fragment-coupling strategies starting from 2,7-bis(hydroxymethyl)-l,8-dimethoxytriptycene 1. Subsequent demethylation of 4a.b and 5a,b with BBr3 in dry dichloromethane gave the macrocyclic compounds 6a,b and 7a,b. Treatment of either 4a or 6a with AlCl3 resulted in the same debutylated product 8, while 9 was similarly obtained from either 5 a or 7 a. Structural studies revealed that all of the macrocycles have well-defined structures with fixed conformations both in solution and in the solid state owing to the introduction of the triptycene moiety with a rigid three-dimensional (3D) structure, making them very different from their classical calix [6]arene counterparts. As a consequence, it was found that all of these the triptycene-derived calix [6]arenes could encapsulate small neutral molecules in their cavities in the solid state. Moreover, it was also found that the macrocycles 4 b and 5 b showed highly efficient complexation abilities toward fullerenes C60 and C70, forming 1:1 complexes with association constants ranging from (5.22 ± 0.20) × 104 to(8.68±0.30)×l0 4M-1.
