Phosphorus, Sulfur and Silicon and the Related Elements p. 822 - 825 (2011)
Update date:2022-07-29
Topics:
Uchiyama, Yosuke
Mazaki, Yasuhiro
Two stereoisomers, the trans form 1a and the cis form 1b, of 2,3,7,8-tetramethyl- 5,10-diphenyl-5,10-dihydrophosphanthrene dioxide (1) were formed by spontaneous oxidation in air of the corresponding 5,10- dihydrophosphanthrenes 2 and were separated by recrystallization. Both 1a and 1b were characterized by X-ray crystallographic analysis, which revealed configurations at the phosphorus and conformations of the central tricyclic system. The 31P NMR of the reaction mixture showed at first two signals at-15.3 and-15.1 ppm, which shifted to 9.11 and 10.3 ppm after purification of the reaction mixture under aerobic conditions by oxidation of phosphorus atoms. The reaction of 1b with HSiCl3 in toluene-d8 at 100 °C gave no change, whereas 1a reacted with HSiCl3 to give reduced compounds 2a and 2b under the same conditions. The trans-cis isomerization of 2 occurred via vertex inversion at phosphorus atom. VT-NMR, X-ray analysis, and density functional theory (DFT) calculation showed that the conformational exchange of the cis form 1b proceeded via skeletal inversion of the tricyclic ring. Copyright Taylor & Francis Group, LLC.
View MoreContact:13813902930 025-52714267
Address:20 Fengji Road, Yuhua Economic Development Zone, Nanjing, Jiangsu, P. R. China
website:http://www.easchem.com
Contact:+86-731-89722861 89722891
Address:2/F-4/Bld Colorful Palace, No.605 Changsha Ave, Yuhua Area Changsha Hunan China.
Lyrin Industrial Corporation Limited
Contact:86-731-82571800
Address:Rm 2408,Asia Economy International Building,Shaoshan Road South,Yuhua District,Changsha,Hunan,China
Beijing Century Richap Chemistry Co.,Ltd
Contact:+86- 010-64455497
Address:Guannan County, Lianyungang City, Jiangsu Province, China
Shandong LuZhou Amino Acid Co., Ltd
Contact:86-539-2218025
Address:yishui economic and technical development zone zhenxing south road
Doi:10.1021/op200065p
(2011)Doi:10.1021/j100154a016
(1991)Doi:10.1016/j.tetlet.2011.03.089
(2011)Doi:10.1016/j.tet.2011.03.059
(2011)Doi:10.1002/chem.201903074
(2019)Doi:10.1002/ejic.201100135
(2011)