The first synthesis of ferrocenyl aminophosphonic esters

Nitroanilinomethanephosphonates derived from ferrocene and nitrobenzaldehyde

“…Complete recovery of starting esters 1Aa, 1Ba, 2Aa, and 2Ba was observed. Ferrocenyl esters 3Aa and 3Ba decomposed under these conditions, which confirmed our previous observation [19].…”

“…Previously, we reported the synthesis of (ferrocenyl)-N-alkylaminophosphonates [19], now we continue this study expanding it to N-nitroaniline derivatives. But first we wanted to verify how nitroanilines behave in the preparation of aminophosphonates in the reaction with much cheaper reagents.…”

“…Nitrobenzaldehydes, ferrocene, and nitroanilines (Aldrich) as well as all phosphites were used as received. Schiff bases were synthesized following published procedures [19,[27][28][29]. Melting points were measured on a Boetius apparatus and are not corrected.…”

An Efficient and Eco-Friendly Nanocrystalline Zinc Oxide Catalyst for One-Pot, Three Component Synthesis of New Ferrocenyl Aminophosphonic Esters Under Solvent-Free Condition

“…Lewkowski and co-workers [58][59][60] synthesized and fully characterized some ferrocenyl aminophosphonates. Their method for the synthesis of these compounds involves two steps.…”

Diastereoselective addition of Di‐(trimethylsilyl)phosphite to chiral N‐(R)‐α‐methylbenzyl and N‐(1‐methoxycarbonyl‐iso‐pentyl) Schiff bases of various aldehydes

“…Diastereoselectivity of reported reactions varied from 2:1 to 9:1 of diastereoisomeric ratio. Obtained diastereoisomeric aminophosphonates should be separated by chromatographic methods and then undergo hydrolysis to obtain free acids, which influenced badly substituents-such conditions are suitable neither for a furan ring [6][7][8][9][10][11] nor for a ferrocene moiety [12,13]. To avoid this problem, 100% diastereoselective addition of hypophosphorous acid to chiral Schiff bases has been applied [14][15][16][17][18] and formed aminophosphonous acids were subsequently oxidized to give aminophosphonic systems.…”