Unique charge-separated intermolecular and eight-membered intramolecular H-bonds in bis-(thio)barbiturates
JOURNAL OF THE IRANIAN CHEMICAL SOCIETY, cilt.11, sa.1, ss.35-45, 2014 (SCI-Expanded, Scopus)
- Yayın Türü: Makale / Tam Makale
- Cilt numarası: 11 Sayı: 1
- Basım Tarihi: 2014
- Doi Numarası: 10.1007/s13738-013-0273-x
- Dergi Adı: JOURNAL OF THE IRANIAN CHEMICAL SOCIETY
- Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
- Sayfa Sayıları: ss.35-45
- Atatürk Üniversitesi Adresli: Evet
Özet
Reaction of symmetrical and unsymmetrical (thio)barbituric acids with aldehydes in the presence of triethylamine afforded a new form of bis-(thio)barbiturate containing charge-separated inter- and eight-membered intramolecular H-bonds. The reaction products were obtained as bis-(thio)barbiturates containing eight-membered intramolecular H-bond in the presence of l-(+)-tartaric acid (TA). The intramolecular H-bond strength (kcal/mol) and corresponding pKa value for 4ab' were estimated to be 37 kcal/mol and -1.3, respectively.