Aminoalkyl Organophosphorus Compounds

Oligonucleotides with novel, cationic backbone substituents: aminoethylphosphonates

“…These data suggest that at pH 5-7 the ionized aminoethyl groups play an important role in enhancing stability either by interstrand or intrastrand ionic attractions, whereas at higher pH values these attractive forces are absent since the amino groups are unionized, or only partially ionized. These data are consistent with the pK values reported for (2-aminoethyl)phosphonic acid [24]. The hybridization of the alternating-backbone oligonucleotides 8a and 8b to RNA was also studied, using r-A(pA)12 as the target.…”

1‐Heteroakylation of tris(trimethylsilyl)phosphine

“…This highly reactive synthon is proved to be more favorable for the 1-heteroalkylation than a gaseous and toxic phosphine, PH 3 , and its derivatives, which were applied earlier (cf. [7,8]). So, we found that phosphine 1 reacted with an excess of bis(dialkylamino)methanes under heating at 80-120…”

Synthesis of the new adducts of imines and enamines with PH acids and their derivatives

“…Organophosphorus-substituted carboxamides of various structures are widely used in organic synthesis and present certain interest as effective ligands and biologically active compounds [1,2]. Also phosphorus-containing amides and their derivatives, including a PCHN fragment with a chiral carbon atom, are promising organophosphorus biomimetics of amino acids and can be used in various stereoselective processes [3,18,19] …”

“…The reaction of PH-containing esters of trivalent organophosphorus acids with organic compounds, containing multiple bonds, provides a convenient synthetic route to various aminomethyl organophosphorus compounds, which present a great interest as promising polydentate ligands and biologically active compounds [1][2][3][4]. In the present work, we report here the results of the nucleophilic or radical addition of the esters of trivalent organophosphorus acids with PH fragments to various imines and enamines, resulting in the formation of correspondDedicated to Professor Ivan F. Lutsenko (1912Lutsenko ( -1993 ing adducts in high yield.…”