Synthesis and Molecular Structure of 4',9',4'',9''-Tetra-tert-butyl-1',6',1'',6''-tetramethoxy-2,5-dioxa[3.3]metabiphenylophane
Synthesis and Molecular Structure of 4',9',4'',9''-Tetra-tert-butyl-1',6',1'',6''-tetramethoxy-2,5-dioxa[3.3]metabiphenylophane
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4,9,4,9-四叔丁基-1,6,1,6-四甲氧基-2,5-二氧杂[3.3]间二苯酚的合成及分子结构
DOI：
10.1155/2014/695701
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发表时间：
2014
期刊：
影响因子：
--
通讯作者：
and Akihiko Tsuge
中科院分区：
文献类型：
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作者：
Tetsuji Moriguchi;Tatsuya Egami;and Akihiko Tsuge
以双氯甲基联苯和双羟甲基联苯为前体，通过分子间缩合反应合成了一种大分子杯芳烃类间环芳-4 ′，9 ′，4 ″，9 ″-四叔丁基-1 ′，6 ′，1 ″，6 ″-四甲氧基-2，5-二氧杂[3.3]间联苯基芳.在通过1H NMR光谱和质谱进行分子表征后，该化合物通过二氯甲烷/己烷混合物重结晶生成单晶，从而通过X射线衍射分析进行精确的构象测定。晶体属单斜晶系，空间群P21/n，晶胞参数a = 19.908（2）B= 9.7193（11），c= 23.350（3），β= 109.594（1）°，Dcalc = 1.150 g/cm 3。该化合物采用相当紧张的1，2-交替样构象，因为其联苯部分显示出大的二面角和刚性。该晶体没有引入任何溶剂分子，但其分子腔和晶体空间被取代基有效地填充。
A large calixarene‐like metacyclophane, 4′,9′,4″,9″‐tetra‐tert‐butyl‐1′,6′,1″,6″‐tetramethoxy‐2,5‐dioxa[3.3]metabiphenylophane, was synthesized by an intermolecular condensation reaction of its corresponding bischloromethyl‐biphenyl and bishydroxymethyl‐biphenyl precursors. After molecular characterization by1H NMR spectroscopy and mass spectrometry, the compound generated single crystals by recrystallization from a dichloromethane/hexane mixture, facilitating an exact conformational determination via X‐ray diffraction analysis. The crystal was found to belong to the monoclinic space groupP21/nwith cell parametersa= 19.908(2) Å,b= 9.7193(11) Å,c= 23.350(3) Å,β= 109.594(1)°, andDcalc= 1.150 g/cm3at 90 K. The compound adopted quite strained 1,2‐alternate‐like conformations because its biphenyl parts displayed large dihedral angles and rigidity. The crystal did not incorporate any solvent molecule but its molecular cavity and crystal space were effectively filled by the substituents.