Π‘ΠΈΠ½ΡΠ΅Π· ΠΈ ΡΠ²ΠΎΠΉΡΡΠ²Π° Π»ΠΈΠΏΠΎΡΠΈΠ»ΡΠ½ΡΡ ΠΈ Π°ΠΌΡΠΈΡΠΈΠ»ΡΠ½ΡΡ ΠΌΠ΅Π·ΠΎ-Π°ΡΠΈΠ»Π·Π°ΠΌΠ΅ΡΠ΅Π½Π½ΡΡ ΠΏΠΎΡΡΠΈΡΠΈΠ½ΠΎΠ²
Π¦Π΅Π»ΡΡ Π½Π°ΡΡΠΎΡΡΠ΅ΠΉ Π΄ΠΈΡΡΠ΅ΡΡΠ°ΡΠΈΠΎΠ½Π½ΠΎΠΉ ΡΠ°Π±ΠΎΡΡ ΡΠ²Π»ΡΠ΅ΡΡΡ ΡΠ°Π·ΡΠ°Π±ΠΎΡΠΊΠ° ΡΠ΄ΠΎΠ±Π½ΡΡ ΠΏΡΡΠ΅ΠΉ ΡΠΈΠ½ΡΠ΅Π·Π° Π»ΠΈΠΏΠΎΡΠΈΠ»ΡΠ½ΡΡ ΠΈ Π°ΠΌΡΠΈΡΠΈΠ»ΡΠ½ΡΡ Π»Π³Π΅Π·ΠΎ-Π°ΡΠΈΠ»Π·Π°ΠΌΠ΅ΡΠ΅Π½Π½ΡΡ ΠΏΡΠΎΠΈΠ·Π²ΠΎΠ΄Π½ΡΡ Π’Π€Π ΠΈ ΠΈΠ·ΡΡΠ΅Π½ΠΈΠ΅ Π²Π»ΠΈΡΠ½ΠΈΡ ΡΡΡΡΠΊΡΡΡΡ ΡΠΈΠ½ΡΠ΅Π·ΠΈΡΠΎΠ²Π°Π½Π½ΡΡ ΠΏΠΎΡΡΠΈΡΠΈΠ½ΠΎΠ² Π½Π° ΠΏΡΠΎΡΠ²Π»ΡΠ΅ΠΌΡΠ΅ ΠΈΠΌΠΈ ΡΠΈΠ·ΠΈΠΊΠΎ-Ρ ΠΈΠΌΠΈΡΠ΅ΡΠΊΠΈΠ΅ ΡΠ²ΠΎΠΉΡΡΠ²Π°, Π±ΠΈΠΎΠ»ΠΎΠ³ΠΈΡΠ΅ΡΠΊΡΡ Π°ΠΊΡΠΈΠ²Π½ΠΎΡΡΡ, ΠΏΠΎΠ²Π΅Π΄Π΅Π½ΠΈΠ΅ Π² Π²ΠΎΠ΄Π½ΡΡ ΡΠ°ΡΡΠ²ΠΎΡΠ°Ρ Π΄Π΅ΡΠ΅ΡΠ³Π΅Π½ΡΠΎΠ² ΡΠ°Π·Π»ΠΈΡΠ½ΠΎΠΉ ΠΏΡΠΈΡΠΎΠ΄Ρ. ΠΠ·ΡΡΠ΅Π½Π° ΡΠΏΠΎΡΠΎΠ±Π½ΠΎΡΡΡ ΠΊ Π°Π³ΡΠ΅Π³Π°ΡΠΈΠΈ ΠΏΠΎΠ»ΡΡΠ΅Π½Π½ΡΡ ΡΠΎΠ΅Π΄ΠΈΠ½Π΅Π½ΠΈΠΉ Π² ΡΠ°ΡΡΠ²ΠΎΡΠ°Ρ … Π§ΠΈΡΠ°ΡΡ Π΅ΡΡ >
- Π‘ΠΎΠ΄Π΅ΡΠΆΠ°Π½ΠΈΠ΅
- ΠΡΠ΄Π΅ΡΠΆΠΊΠ°
- ΠΠΈΡΠ΅ΡΠ°ΡΡΡΠ°
- ΠΡΡΠ³ΠΈΠ΅ ΡΠ°Π±ΠΎΡΡ
- ΠΠΎΠΌΠΎΡΡ Π² Π½Π°ΠΏΠΈΡΠ°Π½ΠΈΠΈ
Π‘ΠΎΠ΄Π΅ΡΠΆΠ°Π½ΠΈΠ΅
- Π‘ΠΠΠ‘ΠΠ Π‘ΠΠΠ ΠΠ©ΠΠΠΠ
- I. ΠΠΠΠΠΠΠΠ
- II. ΠΠΠ’ΠΠ ΠΠ’Π£Π ΠΠ«Π ΠΠΠΠΠ
- 1. ΠΠΎΠ½ΠΎΠΏΠΈΡΡΠΎΠ»ΡΠ½Π°Ρ ΠΊΠΎΠ½Π΄Π΅Π½ΡΠ°ΡΠΈΡ .ΠΌΠ΅Π·ΠΎ-Π°ΡΠΈΠ»Π·Π°ΠΌΠ΅ΡΠ΅Π½Π½ΡΡ ΠΏΠΎΡΡΠΈΡΠΈΠ½ΠΎΠ²
- 2. Π‘ΠΈΠ½ΡΠ΅Π· .ΠΌΠ΅Π·ΠΎ-Π·Π°ΠΌΠ΅ΡΠ΅Π½Π½ΡΡ
ΠΏΠΎΡΡΠΈΡΠΈΠ½ΠΎΠ² Π½Π° ΠΎΡΠ½ΠΎΠ²Π΅ Π΄ΠΈΠΏΠΈΡΡΠΎΠ»ΠΈΠ»ΠΌΠ΅ΡΠ°Π½ΠΎΠ²
- 2. 1. Π‘ΠΈΠ½ΡΠ΅Π· .ΠΌΠ΅Π·ΠΎ-Π·Π°ΠΌΠ΅ΡΠ΅Π½Π½ΡΡ Π΄ΠΈΠΏΠΈΡΡΠΎΠ»ΠΈΠ»ΠΌΠ΅ΡΠ°Π½ΠΎΠ²
- 2. 2. Π‘ΠΈΠ½ΡΠ΅Π· ΠΏΠΎΡΡΠΈΡΠΈΠ½ΠΎΠ² Ρ ΠΈΡΠΏΠΎΠ»ΡΠ·ΠΎΠ²Π°Π½ΠΈΠ΅ΠΌ .ΠΌΠ΅Π·ΠΎ-Π·Π°ΠΌΠ΅ΡΠ΅Π½Π½ΡΡ Π΄ΠΈΠΏΠΈΡΡΠΎΠ»ΠΈΠ»ΠΌΠ΅ΡΠ°Π½ΠΎΠ²
- 2. 3. Π‘ΠΈΠ½ΡΠ΅Π· ΡΠ°ΡΡΠΈΡΠ΅Π½Π½ΡΡ ΠΏΠΎΡΡΠΈΡΠΈΠ½ΠΎΠ² Ρ ΠΈΡΠΏΠΎΠ»ΡΠ·ΠΎΠ²Π°Π½ΠΈΠ΅ΠΌ Π»Π³Π΅Π·ΠΎ-Π·Π°ΠΌΠ΅ΡΠ΅Π½Π½ΡΡ 25 Π΄ΠΈΠΏΠΈΡΡΠΎΠ»ΠΈΠ»ΠΌΠ΅ΡΠ°Π½ΠΎΠ²
- 3. ΠΠ΅ΡΡΠΏΠ΅ΠΊΡΠΈΠ²Ρ ΠΈΡΠΏΠΎΠ»ΡΠ·ΠΎΠ²Π°Π½ΠΈΡ Π’Π€Π Π² ΠΎΠ±Π»Π°ΡΡΠΈ Π½Π°Π½ΠΎΠΌΠ°ΡΠ΅ΡΠΈΠ°Π»ΠΎΠ² ΠΈ Π½Π°Π½ΠΎΡΠ΅Ρ
Π½ΠΎΠ»ΠΎΠ³ΠΈΠΉ
- 3. 1. Π‘ΠΎΠ·Π΄Π°Π½ΠΈΠ΅ ΡΡΠΏΡΠ°ΠΌΠΎΠ»Π΅ΠΊΡΠ»ΡΡΠ½ΠΎΠΉ ΡΡΡΡΠΊΡΡΡΡ Π½Π°Π½ΠΎΠΌΠ°ΡΠ΅ΡΠΈΠ°Π»ΠΎΠ² Π½Π° ΠΎΡΠ½ΠΎΠ²Π΅ ΠΏΠΎΡΡΠΈΡΠΈΠ½ΠΎΠ²
- 3. 2. Π‘ΡΠΏΡΠ°ΠΌΠΎΠ»Π΅ΠΊΡΠ»ΡΡΠ½ΡΠ΅ ΠΏΠΎΡΡΠΈΡΠΈΠ½ΠΎΠ²ΡΠ΅ Π°Π½ΡΠ°ΠΌΠ±Π»ΠΈ, ΠΏΠΎΠ»ΡΡΠ΅Π½Π½ΡΠ΅ ΠΏΡΠΈ ΠΏΠΎΠΌΠΎΡΠΈ 29 ΠΊΠΎΠΎΡΠ΄ΠΈΠ½Π°ΡΠΈΠΎΠ½Π½ΡΡ Π²Π·Π°ΠΈΠΌΠΎΠ΄Π΅ΠΉΡΡΠ²ΠΈΠΉ
- 3. 3. Π‘ΡΠΏΡΠ°ΠΌΠΎΠ»Π΅ΠΊΡΠ»ΡΡΠ½ΡΠ΅ Π½Π°Π½ΠΎΠΏΠΎΡΠΈΡΡΡΠ΅ ΠΊΡΠΈΡΡΠ°Π»Π»ΠΈΡΠ΅ΡΠΊΠΈΠ΅ ΡΠ΅ΡΠ΅ΡΠΊΠΈ, ΠΏΠΎΠ»ΡΡΠ΅Π½Π½ΡΠ΅ ΠΏΡΠΈ 35 ΠΏΠΎΠΌΠΎΡΠΈ Π²ΠΎΠ΄ΠΎΡΠΎΠ΄Π½ΡΡ Π²Π·Π°ΠΈΠΌΠΎΠ΄Π΅ΠΉΡΡΠ²ΠΈΠΉ
- 3. 4. ΠΠ°Π½ΠΎΠΌΠ°ΡΠ΅ΡΠΈΠ°Π»Ρ Π½Π° ΠΎΡΠ½ΠΎΠ²Π΅ ΠΆΠΈΠ΄ΠΊΠΎΠΊΡΠΈΡΡΠ°Π»Π»ΠΈΡΠ΅ΡΠΊΠΈΡ ΠΏΠΎΡΡΠΈΡΠΈΠ½ΠΎΠ²
- III. ΠΠΠ‘Π£ΠΠΠΠΠΠ Π ΠΠΠ£ΠΠ¬Π’ΠΠ’ΠΠ
- 1. Π‘ΠΈΠ½ΡΠ΅Π· ΡΠΈΠΌΠΌΠ΅ΡΡΠΈΡΠ½ΡΡ
.ΠΌΠ΅Π·ΠΎ-Π°ΡΠΈΠ»Π·Π°ΠΌΠ΅ΡΠ΅Π½Π½ΡΡ
ΠΏΠΎΡΡΠΈΡΠΈΠ½ΠΎΠ² Ρ Π΄Π»ΠΈΠ½Π½ΠΎΡΠ΅ΠΏΠ½ΡΠΌΠΈ 46 ΠΎΡΡΠ°ΡΠΊΠ°ΠΌΠΈ Π²ΡΡΡΠΈΡ
ΠΆΠΈΡΠ½ΡΡ
ΠΊΠΈΡΠ»ΠΎΡ ΠΈ ΡΠΏΠΈΡΡΠΎΠ²
- 1. 1. Π‘ΠΈΠ½ΡΠ΅Π· Π·Π°ΠΌΠ΅ΡΠ΅Π½Π½ΡΡ Π±Π΅Π½Π·Π°Π»ΡΠ΄Π΅Π³ΠΈΠ΄ΠΎΠ²
- 1. 2. Π‘ΠΈΠ½ΡΠ΅Π· .ΠΈΠ΅Π·ΠΎ-Π°ΡΠΈΠ»Π·Π°ΠΌΠ΅ΡΠ΅Π½Π½ΡΡ Π΄ΠΈΠΏΠΈΡΡΠΎΠ»ΠΈΠ»ΠΌΠ΅ΡΠ°Π½ΠΎΠ² Ρ Π²ΡΡΡΠΈΠΌΠΈ Π°Π»ΠΊΠΈΠ»ΡΠ½ΡΠΌΠΈ 51 Π·Π°ΠΌΠ΅ΡΡΠΈΡΠ΅Π»ΡΠΌΠΈ
- 1. 3. Π‘ΠΈΠ½ΡΠ΅Π· 5,15-Π΄ΠΈ-, ΠΌΠ΅Π·ΠΎ-Π°ΡΠΈΠ»Π·Π°ΠΌΠ΅ΡΠ΅Π½Π½ΡΡ ΠΏΠΎΡΡΠΈΡΠΈΠ½ΠΎΠ² Π½Π° ΠΎΡΠ½ΠΎΠ²Π΅ Π΄ΠΈΠΏΠΈΡΡΠΎΠ»ΠΈΠ»ΠΌΠ΅ΡΠ°Π½ΠΎΠ²
- 1. 4. Π‘ΠΈΠ½ΡΠ΅Π· 5,10,15,20-ΡΠ΅ΡΡΠ°-, ΠΌΠ΅Π·ΠΎ-Π°ΡΠΈΠ»Π·Π°ΠΌΠ΅ΡΠ΅Π½Π½ΡΡ ΠΏΠΎΡΡΠΈΡΠΈΠ½ΠΎΠ² Ρ ΠΈΡΠΏΠΎΠ»ΡΠ·ΠΎΠ²Π°Π½ΠΈΠ΅ΠΌ 57 ΠΌΠΎΠ½ΠΎΠΏΠΈΡΡΠΎΠ»ΡΠ½ΠΎΠΉ ΠΊΠΎΠ½Π΄Π΅Π½ΡΠ°ΡΠΈΠΈ
- 1. 5. Π‘ΠΈΠ½ΡΠ΅Π· Π°ΠΌΡΠΈΡΠΈΠ»ΡΠ½ΡΡ
.ΠΌΠ΅Π·ΠΎ-Π°ΡΠΈΠ»Π·Π°ΠΌΠ΅ΡΠ΅Π½Π½ΡΡ
ΠΏΠΎΡΡΠΈΡΠΈΠ½ΠΎΠ² ΠΏΡΡΠ΅ΠΌ Ρ
ΠΈΠΌΠΈΡΠ΅ΡΠΊΠΎΠΉ 60 ΠΌΠΎΠ΄ΠΈΡΠΈΠΊΠ°ΡΠΈΠΈ ΡΠ΅ΡΠΌΠΈΠ½Π°Π»ΡΠ½ΡΡ
ΡΡΠ½ΠΊΡΠΈΠΎΠ½Π°Π»ΡΠ½ΡΡ
Π³ΡΡΠΏΠΏ
- 1. 5. 1. Π‘ΠΈΠ½ΡΠ΅Π· Π°ΠΌΡΠΈΡΠΈΠ»ΡΠ½ΡΡ .ΠΈΠ΅Π·ΠΎ-Π°ΡΠΈΠ»Π·Π°ΠΌΠ΅ΡΠ΅Π½Π½ΡΡ ΠΏΠΎΡΡΠΈΡΠΈΠ½ΠΎΠ² Ρ ΡΠ΅ΡΠΌΠΈΠ½Π°Π»ΡΠ½ΡΠΌΠΈ Π³ΠΈΠ΄ΡΠΎΠΊΡΠΈΠ»ΡΠ½ΡΠΌΠΈ ΠΈ ΠΊΠ°ΡΠ±ΠΎΠΊΡΠΈΠ»ΡΠ½ΡΠΌΠΈ Π³ΡΡΠΏΠΏΠ°ΠΌΠΈ 1.5.2. Π‘ΠΈΠ½ΡΠ΅Π· ΠΊΠ°ΡΠΈΠΎΠ½Π½ΡΡ Π°ΠΌΡΠΈΡΠΈΠ»ΡΠ½ΡΡ ΠΏΡΠΎΠΈΠ·Π²ΠΎΠ΄Π½ΡΡ Π»/Π΅Π·ΠΎ-Π°ΡΠΈΠ»Π·Π°ΠΌΠ΅ΡΠ΅Π½Π½ΡΡ 64 ΠΏΠΎΡΡΠΈΡΠΈΠ½ΠΎΠ²
- 2. 1. ΠΡΡΠ»Π΅Π΄ΠΎΠ²Π°Π½ΠΈΠ΅ ΠΏΠΎΠ²Π΅Π΄Π΅Π½ΠΈΡ Π»ΠΈΠΏΠΎΡΠΈΠ»ΡΠ½ΡΡ ΠΏΡΠΎΠΈΠ·Π²ΠΎΠ΄Π½ΡΡ Π’Π€Π Π² Π²ΠΎΠ΄Π½ΡΡ ΡΠ°ΡΡΠ²ΠΎΡΠ°Ρ 68 Π’ΡΠΈΡΠΎΠ½Π° Π₯
- 2. 2. ΠΡΡΠ»Π΅Π΄ΠΎΠ²Π°Π½ΠΈΠ΅ ΠΏΠΎΠ²Π΅Π΄Π΅Π½ΠΈΡ Π°ΠΌΡΠΈΡΠΈΠ»ΡΠ½ΡΡ ΠΏΡΠΎΠΈΠ·Π²ΠΎΠ΄Π½ΡΡ Π’Π€Π Ρ ΡΠ΅ΡΠΌΠΈΠ½Π°Π»ΡΠ½ΡΠΌΠΈ 71 Π³ΠΈΠ΄ΡΠΎΠΊΡΠΈΠ»ΡΠ½ΡΠΌΠΈ ΠΈ ΠΊΠ°ΡΠ±ΠΎΠΊΡΠΈΠ»ΡΠ½ΡΠΌΠΈ Π³ΡΡΠΏΠΏΠ°ΠΌΠΈ Π² Π²ΠΎΠ΄Π½ΡΡ ΡΠ°ΡΡΠ²ΠΎΡΠ°Ρ Π΄Π΅ΡΠ΅ΡΠ³Π΅Π½ΡΠΎΠ² ΡΠ°Π·Π»ΠΈΡΠ½ΠΎΠΉ ΠΏΡΠΈΡΠΎΠ΄Ρ
- 2. 3. ΠΡΡΠ»Π΅Π΄ΠΎΠ²Π°Π½ΠΈΠ΅ ΠΏΠΎΠ²Π΅Π΄Π΅Π½ΠΈΡ ΠΊΠ°ΡΠΈΠΎΠ½Π½ΡΡ ΠΏΡΠΎΠΈΠ·Π²ΠΎΠ΄Π½ΡΡ Π’Π€Π Π² Π²ΠΎΠ΄Π½ΡΡ ΡΠ°ΡΡΠ²ΠΎΡΠ°Ρ 73 Π΄Π΅ΡΠ΅ΡΠ³Π΅Π½ΡΠΎΠ²
- 3. ΠΠ·ΡΡΠ΅Π½ΠΈΠ΅ ΡΠ΅ΡΠΌΠΎΡΡΠΎΠΏΠ½ΠΎΠ³ΠΎ ΠΈ Π»ΠΈΠΎΡΡΠΎΠΏΠ½ΠΎΠ³ΠΎ ΠΌΠ΅Π·ΠΎΠΌΠΎΡΡΠΈΠ·ΠΌΠ° Π»ΠΈΠΏΠΎΡΠΈΠ»ΡΠ½ΡΡ ΠΏΡΠΎΠΈΠ·Π²ΠΎΠ΄Π½ΡΡ
- 4. ΠΠ·ΡΡΠ΅Π½ΠΈΠ΅ Π²Π»ΠΈΡΠ½ΠΈΡ ΡΡΡΡΠΊΡΡΡΡ ΠΊΠ°ΡΠΈΠΎΠ½Π½ΡΡ ΠΏΠΎΡΡΠΈΡΠΈΠ½ΠΎΠ² Π½Π° ΠΈΡ Π±ΠΈΠΎΠ»ΠΎΠ³ΠΈΡΠ΅ΡΠΊΡΡ Π°ΠΊΡΠΈΠ²Π½ΠΎΡΡΡ Π² ΡΠΊΡΠΏΠ΅ΡΠΈΠΌΠ΅Π½ΡΠ°Ρ in vitro
- 2. ΠΡΡΠ»Π΅Π΄ΠΎΠ²Π°Π½ΠΈΠ΅ Π°Π³ΡΠ΅Π³Π°ΡΠΈΠΈ ΠΏΠΎΡΡΠΈΡΠΈΠ½ΠΎΠ² Π² Π²ΠΎΠ΄Π½ΡΡ ΡΠ°ΡΡΠ²ΠΎΡΠ°Ρ Π΄Π΅ΡΠ΅ΡΠ³Π΅Π½ΡΠΎΠ²
- IV. ΠΠΠ‘ΠΠΠ ΠΠΠΠΠ’ΠΠΠ¬ΠΠΠ― Π§ΠΠ‘Π’
- V. ΠΠ«ΠΠΠΠ«
Π‘ΠΏΠΈΡΠΎΠΊ Π»ΠΈΡΠ΅ΡΠ°ΡΡΡΡ
- Rothemund P. Formation Porphyrin from pyrroles and aldehydes. // J. Am. Chem. Soc. — 1935. -V.57.-P. 2010−2011.
- Rothemund P. Formation Porphyrin from pyrroles and aldehydes.// J. Am. Chem. Soc. 1935. -V. 57, — P. 2011−2013.
- Rothemund P. Porphyrin studies. III. The structure of the porphyrine ring system.// J. Am. Chem. Soc. 1939. -V. 61.-P. 2912−2915.
- Ball R.H., Dorough G.D., Calvin M. A futher study of the porphyrine-like products of the reaction of benzaldehyde and pyrrole. // J. Am. Chem. Soc. 1946. — V. 68. — P. 2278−2281.
- Adler A.D., Longo F.R., Shergalis W. Mechanistic Investigations of Porphyrin Syntheses. I. Preliminary Studies on ms-Tetraphenylporphin. // J. Am. Chem. Soc. 1964. — V. 86. — P. 31 453 149.
- Treibs A., Haberle N. Uber die Synthese und die Elektronenspektren ms-substituierter Porphine. // Lieb. Ann. Chem. Bd. 718. S. 183−207.
- Little R.G., Anton J.A., Loach P.A., Ibers J.A. The Synthesis of Some Substituted Tetraarylporphyrins. //J. Heterocycl. Chem. 1975. V.12. — P. 343−349.
- Little R.G. The Mixed-Aldehyde Synthesis of Difunctional Tetraarylporphyrins. // J. Heterocycl. Chem. -1981, — V.18. P.129−133.
- Dolphyn D. Porphyrinogens and porphodimethens intermediates in the synthesis of meso-tetraphenylporphin. //J. Heterocycl. Chem. 1970. — V. 2. — P. 275−283.
- Lindsey J.S., Hsu H.C., Schreiman I.C. Synthesis of tetraphenylporphyrins under very mild conditions. // Tetrahedron Lett. 1986. — V. 27. — P. 4969 — 4970.
- Lindsey J.S., Hsu H.C., Schreiman I.C., Kearney P.C., Marguerettaz A.M. Rothemund and Adler-Longo reactions revisited: synthesis of tetraphenylporphin under equilibrium conditions. // J. Org. Chem. 1987. — V.52. — P.827−836.
- Lindsey J.S., Wagner R.W. Investiganions of the synthesis of orto-substituted tetraphenylporphyrins. // J. Org. Chem. 1989. — V.54 — P.828−836.
- Groves J.T., Nemo Π’.Π. Aliphatic hydroxilation catalized by iron porphyrin complexes. // J. Am. Chem. Soc. 1983. — V. 105. — P. 6234−6248.
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