TY - JOUR
T1 - New P-S-N containing ring systems. Reaction of 2,4-(naphthalene-1,8-diyl)-1,3,2,4-dithiadiphosphetane-2,4-disulfide with N, N-bis(trimethylsilyl)methylamine.
AU - Kilián, Petr
AU - Marek, Jaromír
AU - Marek, Radek
AU - Tousek, Jaromír
AU - Humpa, Otakar
AU - Slawin, Alexandra Martha Zoya
AU - Touzín, Jirí
AU - Novosad, Josef
AU - Woollins, John Derek
PY - 1999/7/7
Y1 - 1999/7/7
N2 - From the reaction of 2,4-(naphthalene-1,8-diyl)-1,3,2,4-dithiadiphosphetane 2,4-disulfide 1 with methylbis(trimethylsilyl)amine 2 in dichloromethane a product of the P2S2 ring cleavage, (C10H6)P(S)(SSiMe3)(mu-S)P(S)(NMeSiMe3) 3, was isolated, existing in an equilibrium between two diastereomeric forms in solution. Compound 3 was also obtained when toluene was used as a solvent. Its subsequent reaction with pyridine (py) led to the desilylated ionic product [Hpy(+)][(C10H6)P(S)(NHMe)(mu-S)PS2-] 4, which reacts with tetraphenylphosphonium chloride to give [PPh4+][(C10H6)P(S)(NHMe)(mu-S)PS2-] 5. When acetonitrile was used as a solvent a cage compound 2,6-(naphthalene-1,8-diyl)-3,4-dimethyl-1,3,5,2 lambda(5),6 lambda(5)-thiadiazadiphosphinine 2,6-disulfide 6 containing a six-membered CN2P2S heterocycle was obtained. The new compounds were studied spectroscopically (1- and 2-D high resolution NMR, IR, MS) and in the cases of 3, 5 and 6 by X-ray crystallography.
AB - From the reaction of 2,4-(naphthalene-1,8-diyl)-1,3,2,4-dithiadiphosphetane 2,4-disulfide 1 with methylbis(trimethylsilyl)amine 2 in dichloromethane a product of the P2S2 ring cleavage, (C10H6)P(S)(SSiMe3)(mu-S)P(S)(NMeSiMe3) 3, was isolated, existing in an equilibrium between two diastereomeric forms in solution. Compound 3 was also obtained when toluene was used as a solvent. Its subsequent reaction with pyridine (py) led to the desilylated ionic product [Hpy(+)][(C10H6)P(S)(NHMe)(mu-S)PS2-] 4, which reacts with tetraphenylphosphonium chloride to give [PPh4+][(C10H6)P(S)(NHMe)(mu-S)PS2-] 5. When acetonitrile was used as a solvent a cage compound 2,6-(naphthalene-1,8-diyl)-3,4-dimethyl-1,3,5,2 lambda(5),6 lambda(5)-thiadiazadiphosphinine 2,6-disulfide 6 containing a six-membered CN2P2S heterocycle was obtained. The new compounds were studied spectroscopically (1- and 2-D high resolution NMR, IR, MS) and in the cases of 3, 5 and 6 by X-ray crystallography.
KW - NMR-SPECTROSCOPY
KW - NAPHTHALENEDITHIADIPHOSPHETANEDISULPHIDE
UR - http://www.scopus.com/inward/record.url?scp=33749102721&partnerID=8YFLogxK
U2 - 10.1039/a901698h
DO - 10.1039/a901698h
M3 - Article
SN - 0300-9246
SP - 2231
EP - 2236
JO - Journal of the Chemical Society, Dalton Transactions
JF - Journal of the Chemical Society, Dalton Transactions
IS - 13
ER -