Bis(4-florobenzil) pendant kollu tetraspirosiklotetrafosfazenlerin sentezi ve spektral karakterizayonu

Öz

Oktaklorosiklotetrafosfazen, N4P4Cl8 (1)' in klor atomlarının iki eş molar miktarda N-(4-florobenzil)-N'-etiletan-1,2-diamin ile kuru THF içindeki değişim reaksiyonları 4,4,8,8-tetrakloro-2-trans-6-bis-N-(4-florobenzil)-N'-etiletan-1,2-diaminosiklotetrafosfazen (2) oluşumu ile sonuçlandı. Başlangıç bileşiği 2' nin aşırı miktarda sodyum 2,2-dimetil-1,3-propandioksit ve 3-amino-1-propanoksit ile Cl sübstitüsyon reaksiyonları, sırasıyla bis(2,2-dimetil-1,3-propandioksi) (2a) ve 4-trans/cis-8-bis(3-amino-1-propanoksi) (trans/cis 2b) 2-trans-6-bis(4-florobenzil)spirosiklotetrafosfazenleri verdi. Tetraspiro ürünlerinin (2a ve trans/cis 2b) yapıları, element analizi, kütle spektrometrisi (ESI-MS), FTIR, 1H, 13C {1H} ve 31P {1H} NMR spektroskopisi kullanılarak doğrulandı. Öte yandan, üç bileşiğin (2a ve trans/cis 2b) uzaysal iskeletlerindeki iki beş üyeli ve iki altı üyeli halkanın olası konformasyonu dikkate alınmalıdır. Anlaşıldığı üzere, bu yapılar, dört spiro halkanın yönelimine bağlı olarak düşük sıcaklıkta ve muhtemelen oda sıcaklığında kararlı konformasyonel izomerler olarak var olabilir. Bu yapılar ayrıca düşük sıcaklıkta yapısal olarak kilitli izomerler oluşturabilir.

Anahtar Kelimeler

• 2-Trans-6-bis-(4-florobenzil) spirosiklotetrafosfazenler
• yer değiştirme reaksiyonları
• spektroskopi

Syntheses and spectral characterizations of tetraspirocyclotetraphosphazenes containing bis(4-fluorobenzyl) pendant arms

Öz

The Cl exchange reactions of octachlorocyclotetraphosphazene, N4P4Cl8 (1), with two equimolar amounts of N-(4-fluorobenzyl)-N'-ethylethane-1,2-diamine resulted in the formation of 4,4,8,8-tetrachloro-2-trans-6-bis-N-(4-fluorobenzyl)-N'-ethylethane-1,2-diaminocyclotetraphosphazene (2) in dry THF. The Cl substitution reactions of the starting compound 2 with excess amounts of sodium 2,2-dimethyl-1,3-propandioxide and 3-amino-1-propanoxide gave the bis(2,2-dimethyl-1,3-propandioxy) (2a) and 4-trans/cis-8-bis(3-amino-1-propanoxy) (trans/cis 2b) 2-trans-6-bis(4-fluorobenzyl)spirocyclotetra phosphazenes, respectively. The structures of tetraspiro products (2a and trans/cis 2b) were verified using elemental analyses, mass spectrometry (ESI-MS), FTIR, 1H, 13C {1H} and 31P {1H} NMR spectroscopy. On the other hand, the possible conformation of the two five-membered and two six-membered rings in the spatial skeletons of the three compounds (2a and trans/cis 2b) ought to be considered. As it turns out, these structures can exist as stable conformational isomers at low temperature and possibly room temperature, depending on the orientation of the four spiro rings. These structures can also form structurally locked isomers at low temperatures.

Anahtar Kelimeler

• 2-Trans-6-bis-(4-fluorobenzyl)
• spirocyclotetraphosphazenes
• replacement reactions
• spectroscopy

Kaynakça

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