Mishra, V; Thomas, JM; Chinnappan, S; Thirupathi, N in [Mishra, Vishwesh; Thirupathi, Natesan] Univ Delhi, Dept Chem, Delhi 110007, India; [Thomas, Jisha Mary; Chinnappan, Sivasankar] Pondicherry Univ, Dept Chem, Catalysis & Energy Lab, Pondicherry 605014, India published Homoleptic cis- and trans-palladium(II) bis(guanidinato) complexes derived from N-aryl-N ‘,N ”-di(pyridin-2-yl)- and N-aryl-N ‘,N ”-bis(6-methylpyridin-2-yl)guanidines: Catalysts for Heck-Mizoroki coupling reactions in 2019.0, Cited 55.0. Product Details of 95-49-8. The Name is 1-Chloro-2-methylbenzene. Through research, I have a further understanding and discovery of 95-49-8.
N-Aryl-N’,N ‘-di(pyridin-2-yl)-and N-aryl-N’,N ”-bis(6-methylpyridin-2-yl) guanidines (1-4 and 5-7) were isolated in 75%-81% yields. Reactions of Pd(OAc)(2) with guanidines 2-7 carried out separately in toluene at 60 degrees C for 3 h afforded 8-13 respectively in 69%-80% yields. Compounds 1-13 were characterized by elemental analyses, HR-MS, IR and NMR (H-1 and C-13) spectroscopy. Molecular structures of guanidines 1, 4, 5 and 6 and those of 8-13 were determined by single crystal X-ray diffraction. The Pd(II) atom in 8-10 revealed trans geometry while that in 11-13 revealed cis geometry. DFT calculations were carried out on model compounds 9a (trans) and its hypothetical cis isomer, 9b and 12a (cis) and its hypothetical trans isomer 12b which indicated a very small energy difference between the 9a/9b pair (1.28 kcal/mol) whereas a large energy difference was observed between the 12a/12b pair (26.38 kcal/mol) in CH2Cl2. The catalytic utility of 9 in Heck-Mizoroki coupling reactions involving styrene and methyl acrylate and aryl bromides/aryl chlorides in the presence of NaOAc and excess of tetrabutylammonium bromide (TBAB) at 120 degrees C was explored. Both activated and de-activated aryl bromides and aryl chlorides were coupled with styrene and in addition, the aryl chlorides were coupled with methyl acrylate in the presence of 9 to afford the respective coupling products in 68% – > 99% yields. Neat reaction carried out with 9 and TBAB under the optimized condition released the colloidal Pd black as verified by EDAX, PXRD and SEM techniques thereby implying the heterogeneous nature of catalysis. (c) 2019 Elsevier B. V. All rights reserved.
Product Details of 95-49-8. About 1-Chloro-2-methylbenzene, If you have any questions, you can contact Mishra, V; Thomas, JM; Chinnappan, S; Thirupathi, N or concate me.
Reference:
Patent; Nanjing Zhongteng Chemical Co., Ltd.; Zhong Hua; Lu Minshan; Chen Xiuzhen; Liu Qiaobao; Yin Hengbo; Wang Aili; (8 pag.)CN104876790; (2017); B;,
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