TY - JOUR
T1 - Chiral phenylazomethine cage
AU - Shomura, Ryo
AU - Higashibayashi, Shuhei
AU - Sakurai, Hidehiro
AU - Matsushita, Yoshitaka
AU - Sato, Akira
AU - Higuchi, Masayoshi
N1 - Funding Information:
This work was partly performed in Nanotechnology Support Project in Central Japan (IMS), financially supported by Nanotechnology Network of the Ministry of Education, Culture, Sports, Science and Technology, Japan. We thank Dr. M. Takeuchi, Dr. K. Sugiyasu, Dr. S. Ogi, and Dr. A. Takai (NIMS) for helpful discussions and Ms. S. Nakano (IMS) for technical help of synthesis and Dr. K. Ariga (NIMS) for providing a CD instrument.
PY - 2012/2/15
Y1 - 2012/2/15
N2 - Enantiopure phenylazomethine cages ((S)- and (R)-PAC) were selectively obtained by one-pot dehydration of chiral (S)- and (R)-syn-tris(norborneno) benzene with p-phenylenediamine in moderate yields (56% and 50%), respectively. The structure and chirality of PACs in solution and solid state were confirmed by NMR, CD, X-ray diffraction and DFT calculations.
AB - Enantiopure phenylazomethine cages ((S)- and (R)-PAC) were selectively obtained by one-pot dehydration of chiral (S)- and (R)-syn-tris(norborneno) benzene with p-phenylenediamine in moderate yields (56% and 50%), respectively. The structure and chirality of PACs in solution and solid state were confirmed by NMR, CD, X-ray diffraction and DFT calculations.
KW - C Symmetric
KW - Cavity volume
KW - Chiral phenylazomethine cage
KW - E/Z Conformation
KW - syn-Tris(norborneno)benzene
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U2 - 10.1016/j.tetlet.2011.11.141
DO - 10.1016/j.tetlet.2011.11.141
M3 - Article
AN - SCOPUS:84855848122
VL - 53
SP - 783
EP - 785
JO - Tetrahedron Letters
JF - Tetrahedron Letters
SN - 0040-4039
IS - 7
ER -