Journal of Organic Chemistry p. 7245 - 7257 (1993)
Update date:2022-09-26
Topics:
Wallace, David M.
Leung, Sam H.
Senge, Mathias O.
Smith, Kevin M.
Four new synthetic routes to meso-tetraarylporphyrins using a MacDonald-type 2 + 2 condensation are described.Self-condensation of a 5-arylpyrromethane (e.g., 17) with an aryl-substituted one-carbon bridging unit affords a mixture of tetraarylporphyrins due to acid-catalyzed redistribution reactions.The second and third methods presented here show wide applicability for the preparation of 5,10,15,20-tetraaryl-substituted porphyrins (e.g., 31, 37, 48, 49) with 2-fold rotational symmetry and involve self-condensation of 5-aryl-1-aryldipyrromethanecarbinols.Finally, the fourth approach involves a 2 + 2 approach in which one of the two dipyrromethanes bears both of the bridging carbons in the porphyrin products, affording porphyrin 50 which possesses three different aryl rings, with one pair of uniquely opposite identical aryl groups.The last two 2 + 2 methods are further extended to give a tetraarylporphyrin 38 bearing four different aryl groups in a predesignated array, the structure of which is confirmed by a single-crystal X-ray study.
View MoreContact:0091-265-2313036
Address:311, ATLANTIS HEIGHTS SARABHAI MAIN ROAD,VADIWADI ,VADODARA
Forsman Scientific(Beijing)co.,Ltd.
Contact:+86-10-64646565
Address:Rm No.1301, Building-2, No. A-13 Beiyuan Road, Chaoyang District Beijing, China, PR,
Shenzhen Tianyuan Pharmaceutical Technology Co., Ltd
website:http://www.tianpharm.com
Contact:86-755-23284190
Address:B302,2 unit, Jin Lian Building, No. 134 Qianjin 2 Road, Taoyuan village, Xixiang Street, Baoan,Shenzhen,China
Contact:13813902930 025-52714267
Address:20 Fengji Road, Yuhua Economic Development Zone, Nanjing, Jiangsu, P. R. China
Contact:+86-717-6370352
Address:168 Chengdong Avenue, Yichang, Hubei 443003, P. R.China
Doi:10.1016/j.bmc.2018.09.027
(2018)Doi:10.1016/j.ejmech.2013.05.018
(2013)Doi:10.1002/chem.201203470
(2013)Doi:10.1016/j.ejmech.2015.07.038
(2015)Doi:10.1055/s-1993-25947
(1993)Doi:10.1021/ol401801g
(2013)