24059-71-0Relevant articles and documents
Conformational Analysis of Rotational Barriers in N-Arylpyrrolidin-2-ones
Billing, D. G.,Boeyens, J. C. A.,Denner, L.,Plooy, K. E. Du,Long, G. C.,Michael, J. P.
, p. 284 - 288 (1991)
The structures of N-phenylpyrrolidin-2-one and the three isomeric N-tolylpyrrolidin-2-ones have been studied by single-crystal X-ray diffraction, as a basis for the conformational analysis of the barrier to rotation around the single bond between the rings.Force-field simulation of the molecular structure is consistent with a rotational barrier of 7 kJ mol-1.Crystal data: N-phenylpyrrolidin-2-one, orthorhombic, Pbca, a = 14.114 (3), b = 6.879 (4), c = 17.386 (5) Angstroem, R = 0.059 for 1110 unique reflections o4?(Fo)>; N-(2-methylphenyl)pyrrolidin-2-one,orthorhombic, Pbca, a = 16.999 (4), b = 16.411 (2), c = 7.008 (2) Angstroem, R = 0.077 for 1479 unique reflections o4?(Fo)>; N-(3-methylphenyl)pyrrolidin-2-one, monoclinic, P21/c, a = 10.411 (2), b = 7.645 (2), c = 12.782 (1) Angstroem, β = 110.32 (1) deg, R = 0.065 for 1641 unique reflections o4?(Fo)>; N-(4-methylphenyl)pyrrolidin-2-one, orthorhombic, P212121, a = 7.668 (2), b = 10.804 (2), c = 11.456 (1) Angstroem, R = 0.054 for 1155 unique reflections o4?(Fo)>.
Aluminium Chloride-Mediated Synthesis of 1-Chloro-2,2,2-Trifluoroethylidene-Substituted Pyrrolidones
Wang, Zeng,Yuan, Zihang,Han, Xiaoyan,Weng, Zhiqiang
supporting information, p. 2178 - 2182 (2018/04/25)
An aluminium chloride-mediated cascade reaction between pyrrolidones and trifluoroacetic anhydride is reported. Functionally diverse 1-chloro-2,2,2-trifluoroethylidene-substituted pyrrolidones were obtained in moderate to high yields through electrophilic trifluoroacetylation, nucleophilic chlorination, and elimination. This procedure has a wide scope, good functional-group tolerance and the reaction conditions are amenable to scale up. Additionally the obtained 1-chloro-2,2,2-trifluoroethylidene products can be applied to further functionalization as trifluoromethyl-containing building blocks. Some of the title compounds showed fungicidal activity against cucumber downy mildew (CDM). (Figure presented.).
An Annulative Synthetic Strategy for Building Triphenylene Frameworks by Multiple C?H Bond Activations
Mathew, Bijoy P.,Yang, Hyun Ji,Kim, Joohee,Lee, Jae Bin,Kim, Yun-Tae,Lee, Sungmin,Lee, Chang Young,Choe, Wonyoung,Myung, Kyungjae,Park, Jang-Ung,Hong, Sung You
supporting information, p. 5007 - 5011 (2017/04/24)
C?H activation is a versatile tool for appending aryl groups to aromatic systems. However, heavy demands on multiple catalytic cycle operations and site-selectivity have limited its use for graphene segment synthesis. A Pd-catal- yzed one-step synthesis of functionalized triphenylene frameworks is disclosed, which proceeds by 2- or 4-fold C?H arylation of unactivated benzene derivatives. A Pd2(dibenzylideneacetone)3 catalytic system, using cyclic diaryliodonium salts as π-extending agents, leads to site-selective inter- and intramolecular tandem arylation sequences. Moreover, N-substituted triphenylenes are applied to a field-effect transistor sensor for rapid, sensitive, and reversible alcohol vapor detection.