(3+3)-Cyclocondensation of the enantiopure and racemic forms of trans-1,2-diaminocyclohexane with terephthaldehyde. Formation of diastereomeric molecular triangles and their stereoselective solid-state stacking into microporous chiral columns |
| |
| Institution: | 1. Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Flemingovo nám. 2, 166 10 Prague 6, Czech Republic;2. Department of Chemistry, James Cook University, Townsville, QLD 4811, Australia;1. K. D. Ushinsky Yaroslavl State Pedagogical University, 150000 Yaroslavl, Russian Federation;2. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 119991 Moscow, Russian Federation;3. Yaroslavl State Technical University, 150023 Yaroslavl, Russian Federation;1. Department of Chemistry, Science Faculty, Karatekin University, TR-18100 Çankırı, Turkey;2. Department of Primary Education, Faculty of Education, Ahi Evran University, 40100 Kırşehir, Turkey;3. College of Arts & Sciences, Department of Chemistry, Howard University, 525 College Street NW, Washington, DC 20059, USA;4. Department of Physics, Faculty of Sciences, Erciyes University, 38039 Kayseri, Turkey;5. Department of Physics Engineering, Faculty of Engineering, Hacettepe University, 06800 Beytepe, Ankara, Turkey;1. Department of Chemistry, Daegu University, Gyeongsan 712-714, Republic of Korea;2. Department of Chemistry Education, Sunchon National University, Sunchon 540-742, Republic of Korea;1. Department of Chemistry, Josip Juraj Strossmayer University of Osijek, Cara Hadrijana 8/A, 31000, Osijek, Croatia;2. Department of Chemistry and Polymer Science, University of Stellenbosch, 7602, Matieland, South Africa;3. Department of Chemical Sciences, Bernal Institute, University of Limerick, Limerick, Ireland;4. Department of Chemistry, Faculty of Science, University of Zagreb, Horvatovac 102a, HR-10000, Zagreb, Croatia;1. Faculty of Chemical Engineering, College of Engineering, University of Tehran, Enghelab Ave., P.O. Box 11155-4563, Tehran, Iran;2. Research Center for New Technologies in Life Science Engineering, University of Tehran, Tehran, Iran;3. Department of Life Science Engineering, Faculty of New Sciences and Technologies, University of Tehran, P.O. Box 14395-1374, Tehran, Iran |
| |
| Abstract: | The non-templated reaction of both the homochiral as well as the racemic form of trans-1,2-diaminocyclohexane with terephthaldehyde affords (3+3)-cyclocondensed molecular triangles in practically quantitative yields. The configuration of the diastereomeric products resulting in the individual reactions has been determined by 1H and 13C NMR spectroscopy. Unambiguous proof has been obtained by X-ray crystal structure analysis of both alternative diastereomers, revealing also a stereoselective stacking of the triangles into microporous chiral columns. |
| |
| Keywords: | |
| 本文献已被 ScienceDirect 等数据库收录！ |
|
