Published June 17, 2018 | Version v1
Publication Open

Rearrangement of a 5,7-di-tert-butyl-2-(quinolin-2-yl)-1,3-tropolone into a pentalene derivative

Creators

  • 1. Southern Scientific Center
  • 2. Institute of Problems of Chemical Physics
  • 3. Hanoi University of Science and Technology
  • 4. Vietnam Academy of Science and Technology

Description

Acid-catalyzed rearrangement of 5,7-di-tert-butyl-2-(4-chloro-6,8-dimethylquinolin-2-yl)-1,3-tropolone leads to (R,S)-5-tert-butyl-2-(4-chloro-6,8-dimethyl-1H-quinolin-2-ylidene)-3,3,3a-trimethyl-3,3a-dihydropentalene-1,6(2H,6aH)-dione.The structure of the rearrangement product is established by 2D-correlation NMR and X-ray diffraction.The relative thermodynamic stability and tautomeric isomers of the new compound were evaluated by means of quantum chemical methods.A reaction mechanism is suggested.

⚠️ This is an automatic machine translation with an accuracy of 90-95%

Translated Description (Arabic)

إعادة الترتيب المحفزة بالحمض لـ 5،7 -ثنائي- ثلاثي- ثلاثي- بوتيل-2 - (4 -كلورو-6، 8 -ثنائي ميثيل كينولين-2 -يل) -1،3 -التروبولون يؤدي إلى (R،S) -5 -ثالث- بوتيل-2 - (4 -كلورو-6، 8 -ثنائي ميثيل-1 H -كينولين-2 -ليدين) -3،3،3 أ- ثلاثي ميثيل-3، 3 أ- ثنائي هيدروبينالين-1، 6 (2H، 6aH) -ديون. يتم إنشاء هيكل منتج إعادة الترتيب عن طريق NMR للارتباط ثنائي الأبعاد وانعراج الأشعة السينية. تم تقييم الاستقرار الديناميكي الحراري النسبي والأيزومرات التاوتوميرية للمركب الجديد عن طريق الطرق الكيميائية الكمية. يتم اقتراح آلية تفاعل.

Translated Description (English)

Acid-catalyzed rearrangement of 5,7-di-tert-butyl-2-(4-chloro-6,8-dimethylquinolin-2-yl)-1,3-tropolone leads to (R,S) -5-tert-butyl-2- (4-chloro-6,8-dimethyl-1H-quinolin-2-ylidene) -3,3,3a-trimethyl-3,3a-dihydropentalene-1,6 (2H ,6aH) -dione.The structure of the rearrangement product is established by 2D-correlation NMR and X-ray diffraction.The relative thermodynamic stability and tautomeric isomers of the new compound were evaluated by means of quantum chemical methods.A reaction mechanism is suggested.

Translated Description (French)

Acid-catalyzed rearrangement of 5,7-di-tert-butyl-2-(4-chloro-6,8-dimethylquinolin-2-yl)-1,3-tropolone leads to (R,S) -5-tert-butyl-2- (4-chloro-6,8-dimethyl-1H-quinolin-2-ylidene) -3,3,3a-trimethyl-3,3a-dihydropentalene-1,6 (2H ,6aH) -dione.The structure of the rearrangement product is established by 2D-correlation NMR and X-ray diffraction.The relative thermodynamic stability and tautomeric isomers of the new compound were evaluated by means of quantum chemical methods.A reaction mechanism isted.

Translated Description (Spanish)

Acid-catalyzed rearrangement of 5,7-di-tert-butyl-2-(4-chloro-6,8-dimethylquinolin-2-yl)-1,3-tropolone leads to (R,S) -5-tert-butyl-2- (4-chloro-6,8-dimethyl-1H-quinolin-2-ylidene) -3,3,3a-trimethyl-3,3a-dihydropentalene-1,6 (2H ,6aH) -dione.The structure of the rearrangement product is established by 2D-correlation NMR and X-ray diffraction.The relative thermodynamic stability and tautomeric isomers of the new compound were evaluated by means of quantum chemical methods.Ation mechanism is suggested.

Files

Files (226 Bytes)

⚠️ Please wait a few minutes before your translated files are ready ⚠️ Note: Some files might be protected thus translations might not work.
Name Size Download all
md5:5360980bad11bf9723da89687501effc
226 Bytes
Preview Download

Additional details

Additional titles

Translated title (Arabic)
إعادة ترتيب 5,7 - di - tert - butyl -2 -( quinolin -2 - yl )-1,3 - tropolone في مشتق بنتالين
Translated title (English)
Rearrangement of a 5,7-di-tert-butyl-2-(quinolin-2-yl)-1,3-tropolone into a pentalene derivative
Translated title (French)
Rearrangement d'un 5,7-di-tert-butyl-2-(quinolin-2-yl)-1,3-tropolone into à pentalène dérivé
Translated title (Spanish)
Rearrangement of a 5,7-di-tert-butyl-2-(quinolin-2-yl)-1,3-tropolone into a pentalene derivative

Identifiers

Other
https://openalex.org/W2889406392
DOI
10.24820/ark.5550190.p010.496

Is supplement to
https://openalex.org/W2889406392 (Other)
https://openalex.org/W2759804450 (Other)
https://openalex.org/W2353821817 (Other)
https://openalex.org/W2138466909 (Other)
https://openalex.org/W2091626706 (Other)
https://openalex.org/W2063981586 (Other)
https://openalex.org/W2026418762 (Other)
https://openalex.org/W1989653755 (Other)
https://openalex.org/W1868633487 (Other)
https://openalex.org/W1208237097 (Other)

GreSIS Basics Section

Is Global South Knowledge
Yes
Country
Vietnam

References

  • https://openalex.org/W1968001511
  • https://openalex.org/W1986808709
  • https://openalex.org/W1993032840
  • https://openalex.org/W2003365680
  • https://openalex.org/W2007797014
  • https://openalex.org/W2021502908
  • https://openalex.org/W2038083805
  • https://openalex.org/W2093512566
  • https://openalex.org/W2095911152
  • https://openalex.org/W2110501742
  • https://openalex.org/W2148007646
  • https://openalex.org/W2193135198
  • https://openalex.org/W2331802899
  • https://openalex.org/W2341831282
  • https://openalex.org/W2503262903
  • https://openalex.org/W2605585540
  • https://openalex.org/W2951021493
  • https://openalex.org/W2952051578