Syntheses, crystal structures, and polymorphism of quaternary pyrrolidinium chlorides

被引:15
作者
Laus, Gerhard [1 ]
Bentivoglio, Gino [2 ]
Kahlenberg, Volker [3 ]
Griesser, Ulrich J. [1 ]
Schottenberger, Herwig [1 ]
Nauer, Gerhard [4 ]
机构
[1] Univ Innsbruck, Fac Chem & Pharm, A-6020 Innsbruck, Austria
[2] Competence Ctr Appl Electrochem, A-2700 Wiener Neustadt, Austria
[3] Univ Innsbruck, Inst Mineral & Petrog, A-6020 Innsbruck, Austria
[4] Univ Vienna, Inst Phys Chem, A-1090 Vienna, Austria
关键词
D O I
10.1039/b718917f
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The syntheses, properties, and X-ray crystal structures of 1-methyl-1-propylpyrrolidinium chloride 1, 1-allyl-1-methylpyrrolidinium chloride 2, and 1-methyl-1-propargylpyrrolidinium chloride 3 are described. Colorless plates of 1 (C8H18ClN) crystallize in the orthorhombic space group Pnab with Z = 8 and unit cell parameters a = 10.0354(11) angstrom, b = 13.254(2) angstrom, c = 14.6231(16) angstrom. Colorless prisms of 2 (C8H16ClN) crystallize in the monoclinic space group P2(1)/c with Z = 4 and unit cell parameters a = 6.4857(10) angstrom, b = 12.005(3) angstrom, c = 12.526(2) angstrom, and beta = 102.746(13)degrees. Colorless needles of 3 (C8H14ClN) crystallize in the monoclinic space group P2(1)/n with Z = 4 and unit cell parameters a = 8.4849(14) angstrom, b = 8.1271(16) angstrom, c = 13.501(2) angstrom, and beta = 100.408(13)degrees. The five-membered ring adopts a twisted conformation in 1 but an N-envelope in 2 and 3. The salts form networks of weak C-H center dot center dot center dot Cl(-)hydrogen bonds. Hot stage microscopy, differential scanning calorimetry and temperature-controlled X-ray powder diffractometry revealed that each of the three compounds exists in at least two different crystal forms.
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收藏
页码:748 / 752
页数:5
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