Chiral S‐stannyl dithiophosphates and dithiophosphonates on the basis of monoterpenols

• Published in: Applied organometallic chemistry Vol. 32; no. 5
• Main Authors: Nizamov, Ilyas S., Yakovlev, Andrey A., Nizamov, Ilnar D., Terenzhev, Dmitriy A., Ivshin, Kamil A., Kataeva, Olga N., Shulaeva, Marina P., Pozdeev, Oscar K., Batyeva, Elvira S., Cherkasov, Rafael A.
• Format: Journal Article
• Language: English
• Published: Chichester Wiley Subscription Services, Inc 01-05-2018
• Subjects: Ammonia; bactericidal activity; Chemistry; dithiophosphates; dithiophosphonates; Molecular structure; monoterpenyl alcohols; Optical activity; Single crystals; stannyl derivatives
• ISSN: 0268-2605; 1099-0739
• DOI: 10.1002/aoc.4320

Chiral S‐tributylstannyl dithiophosphates and dithiophosphonates were obtained by the reactions of optically active dithiophosphoric and dithiophosphonic acids containing (S)‐(–)‐menthyl and (R)‐(+)‐menthyl substituents with gaseous ammonia and tributyl chlorostannane. The reactions of chiral ammonium dithiophosphate containing (1R)‐endo‐(+)‐fenchyl substituent with tributyl chlorostannane or tetrachlorostannane result in corresponding S‐tributylstannyl dithiophosphate or tetrakis(dithiophosphato)stannane. Molecular structure of ammonium O,O‐di‐(–)‐menthyldithiophosphate was studied by X‐ray single crystal diffraction. Bactericidal activity of S‐tributylstannyl dithiophosphates was tested.
Chiral S‐stannyl dithiophosphates and dithiophosphonates possesed bactericidal activity were obtained on the basis of monoterpenols.