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ôúðûýÔóóùÙúÔþð?, 2004, êãß 49, < 3, â. 476-482

ûêëÝêë ã,,ÜÛ~ÒâÝÛi âãÒÛÜÒÜÛØ
üáô 548.73;547.7

úæ÷ýÙæ÷ùûýúüôýüú÷ùæ ôÔúýðúù×Ô÷ðæ × Ùæýæúùåðôóð?æûôùõ áðñÔò÷æ. 13. ûýúùæ÷ðæ ñÔõæ?æ÷÷?ÿ øúùðñ×ùá÷?ÿ ýæýúÔÙðáúùÿð÷ùóð÷Ô
? 2004 ,,. á. ×. ÔÞÈÇã,*, ×. Õ. úÀÇÝã,, æ. ×. ÕÇÒ,, ó.Ô. ÔâÞÜã,
õãâÝã,âÝÛØ ,,ãâëâê,ÒÜÜÀØ ëÜÛ,ÒâÛêÒê Ûß. õ.×. óãßãÜãâã, * E-mail: albov@biocryst.phys.msu.su
øãâêëäÛÞ , ÒÝ^Û 03.07.2003 ,,.

õÒêããß ßãÜãÝÛâêÞÈÜãØ ÛéÝ^ÛÛ ÛââÞÒã,ÜÀ âêëÝêëÀ 4-ßÒêÛÞ-2-iÞã-5,6,7,8-êÒê,,ÛãiÛÜãÞÛÜ (a = 8.138(2), b = 11.127(4), c = 11.234(2) Õ, = 111.30(2)À, Z = 4, ä. ,,. P21/c), 4-ßÒêÛÞ-2ßÒêãÝâÛ-5.6,7.8-êÒê,,ÛãiÛÜãÞÛÜ (a = 5.7651(16), b = 8.530(2), c = 10.455(3) Õ, = 73.76(2)À, = 86.95(2)À, = 83.79(2)À Z = 2, ä. ,,. P 1 ), 4-ßÒêÛÞ-2-(4-iÞãéÒÜ^ÛÞ)-5,6,7,8-êÒê,,Ûã--1÷-iÛÜãÞÛÜ-2-ãÜ (a = 8.873(2), b = 17.137(2), c = 24.515(4) Õ, Z = 8, ä. ,,. Pbn21) Û äÒiÞãê 2-(4-iÞãéÒÜÛÞ)-5-ßÒêÛÞ-6,7,8,9-êÒê,,ÛããÝâÑãÞã-[3,2-]iÛÜãÞÛÜ-10-ÛÞÛfl (a = 8.110(6), b = 17.818(7), c = 17.721(5) Õ, = 100.46(4)À, Z = 4, ä. ,,. P21/c). ûêëÝêëÀ Ò?ÒÜÀ äflßÀßÛ ßÒêãßÛ Û ëêã~ÜÒÜÀ äãÞÜãßêÛ~ÜÀß õ÷ô , ÜÛÑãêãäÜãß äÛÇÞÛÚÒÜÛÛ âããê,Òêâê,ÒÜÜã ã R 0.0581, 0.0667, 0.0830, 0.0607.

××æáæ÷ðæ áÜÜfl Çãê fl,ÞflÒêâfl äããÞÚÒÜÛÒß äã,ãÛßÀi âêëÝêëÜÀi ÛââÞÒã,ÜÛØ ,,ÒêÒã^ÛÝÞÛ~ÒâÝÛi âãÒÛÜÒÜÛØ, ãÇÞÛi âäãâãÇÜãâêÈ ,âêëäêÈ , ÑÞÛ~ÜÀÒ äÒÒ,,ëääÛã,ÝÛ, , êãß ~ÛâÞÒ Û ÒÝ^ÛÛ ^ÛÝÞÛÑ^ÛÛ [1-13]. ôÝ Û , äÒÀëÛi âããÇÒÜÛfli, ßÀ äãâÞÒã,êÒÞÈÜã ÛÑë~Òß ßÒêããß ÒÜê,,ÒÜãâêëÝêëÜã,,ã ÜÞÛÑ (úûÔ) âêãÒÜÛÒ ,âÒi ÛÜêÒßÒÛêã, Û ÝãÜÒ~ÜÀi äãëÝêã, ßÜã,,ãâêëäÒÜ~êÀi ÒÝ^ÛØ ^ÛÝÞÛÑCH CH

^ÛØ Û äÒÒ,,ëääÛã,ãÝ. ûêëÝêëÜÀßÛ äÒ?Òâê,ÒÜÜÛÝßÛ ßÜã,,Ûi âÛâêÒß, ÛÑë~ÒÜÜÀi ÜßÛ ÜÒÒ, fl,Þflêâfl äãÛÑ,ãÜÀÒ äÛÛãÜ-2. × ÜâêãflÒØ ÇãêÒ ßÀ ÛÑë~ÛÞÛ ^Òäã~Ýë äÒ,ÒÜÛØ 4-ßÒêÛÞ-5,6,7,8-êÒê,,Ûã-1÷-iÛÜãÞÛÜ-2-ãÜ (I) , äÒiÞãê 2-(4-iÞãéÒÜÛÞ)-5-ßÒêÛÞ-6,7,8,9-êÒê,,ÛããÝâÑãÞã[3,2-]iÛÜãÞÛÜ- 10-ÛÜÛfl (V) (âiÒß 1). áÜÜÀÒ ã âêãÒÜÛÛ ßãÞÒÝëÞ II-V , ÝÛâêÞÞi ãÇâëÚÒßÀi , ÜâêãflÒØ âêêÈÒ âãÒÛÜÒÜÛØ ,
CH

3

3

3

I

N H

O

N II CH
3

Cl

N III CH
3

OCH

3

N V

+

O IV Cl
ûiÒß 1.

N

O Cl

O

476


úæ÷ýÙæ÷ùûýúüôýüú÷ùæ ôÔúýðúù×Ô÷ðæ

477

ýÇÞÛ^ I. ôÛâêÞÞã,,éÛ~ÒâÝÛÒ iÝêÒÛâêÛÝÛ, ÒêÞÛ ÒÜê,,ÒÜÛéÝ^ÛãÜÜã,,ã ÝâäÒÛßÒÜê Û ëêã~ÜÒÜÛfl âêëÝêëÀ II-V ?ßäÛÛ~ÒâÝfl éãßëÞ õãÞÒÝëÞflÜÀØ ,Òâ ûÛÜ,,ãÜÛfl øãâêÜâê,ÒÜÜfl ,,ëää a, Õ b, Õ c, Õ , ,, , ,, , ,, V, Õ3 Z ,À~, ,,/âß3 Å(K), cß-1 ùÇÞâêÈ ë,,Þã, , ,, ùÇÞâêÈ ÛÜÒÝâã, h, k, l CI0HI2NCl (II) 181.66 õãÜãÝÞÛÜÜfl P21/c 8.138(2) 11.127(4) 11.234(2) 90 111.30(2) 90 947.8(4) 4 1.273 3.46 2.67-25.97 -10 h 9 0 k 13 0 l 13 0.26 ç 0.29 ç 0.30 1892 1799 1799/114 1.020 0.0581/0.1474 0.284/- 0.232 C11H15NO (III) 177.24 ýÛÝÞÛÜÜfl ú1 5.7651(16) 8.530(2) 10.455(3) 73.76(2) 86.95(2) 83.79(2) 490.6(2) 2 1.200 0.77 2.03-25.95 -7 h 1 -10 k 10 0 l 12 0.31 ç 0.32 ç 0.35 1158 1140 1140/121 1.026 0.0667/0.1793 0.172/- 0.151 C20H21N2O2Cl (IV) 356.84 úãßÇÛ~ÒâÝfl Pbn21 8.873(2) 17.137(2) 24.515(4) 90 90 90 3727.7(13) 8 1.272 19.33 3.60-69.78 0 h 10 0 k 20 0 l 29 0.22 ç 0.24 ç 0.29 3342 3342 3342/456 0.914 0.0830/0.1991 0.592/- 0.208 C18HNOVCl2 (V) 398.23 õãÜãÝÞÛÜÜfl P21/c 8.110(6) 17.818(7) 17.721(5) 90 100.46(4) 90 1807.7(17) 4 1.463 34.97 5.54-69.77 -7 h 7 0 k 18 0 l 17 0.27 ç 0.29 ç 0.30 3271 3271 3271/237 0.998 0.0607/0.1604 0.303/- 0.325

úÑßÒÀ ÝÛâêÞÞ, ßß ?ÛâÞã ÛÑßÒÒÜÜÀi ãêÚÒÜÛØ ?ÛâÞã ÜÒÑ,ÛâÛßÀi ãêÚÒÜÛØ ôãÞ-,ã ãêÚÒÜÛØ , õ÷ô/ÝãÞ-,ã ëêã~ÜflÒßÀi äßÒêã, GooF R1/wR2 [I 2(I)] max/min, /Õ3

ôÒßÇÛÚâÝãß ÇÜÝÒ âêëÝêëÜÀi ÜÜÀi (,ÒâÛfl 11.02) ãêâëêâê,ëê [14]. ?ôûøæúðõæ÷ýÔó?÷Ô? ?Ôûý? ûãÒÛÜÒÜÛÒ I äãÞë~ÒÜã Û ÛââÞÒã,Üã ÜßÛ ÜÒÒ [11]. ûÛÜêÒÑ âãÒÛÜÒÜÛØ II-V Û Ûi âêëÝêëÀ ãäÛâÜÀ , ÜâêãflÒØ ÇãêÒ. 4-ßÒêÛÞ-2-iÞã-5,6,7,8-êÒê,,ÛãiÛÜãÞÛÜ (2). øãäÀêÝ äÒ,ÒÜÛfl äÛÛãÜ I , âããê,Òêâê,ëÛØ iÞãäÛÛÛÜ II äãâêÀß ÝÛäfl~ÒÜÛÒß , POCl3 ÜÒ ë,ÒÜ~ÞâÈ ëâäÒiãß, ßÒêãÛÝ [15] êÒÇëÒê Ü,,Ò,ÜÛfl ã 180Àû , ÑäflÜÜãØ ßäëÞÒ, ~êã ÜÒëãÇÜã. øãêãßë ÜßÛ ÇÀÞ ÑÇãêÜ ãÛ,,ÛÜÞÈÜÀØ äëêÈ âÛÜêÒÑ âãÒÛÜÒÜÛfl II. 10 ,, I Û 11 ,, iÞãÛ ÇÒÜÑÛÞêÛßÒêÛÞßßãÜÛfl ÝÛäflêÛÞÛ , 33 ßÞ POCl3 , ÝãÞÇÒ â ãÇêÜÀß iãÞãÛÞÈÜÛÝãß ã äÒÝÒÜÛfl ,ÀÒÞÒÜÛfl HCl (ãÝãÞã 5 ~). Ùãfl~ÛØ ãÜããÜÀØ êÒßÜÀØ âê,ã ,ÀÞÛÞÛ , âêÝÜ âã ÞÈãß, ãÇ,ÛÞÛ ÝêÛ,Ûã,ÜÜã,,ã ë,,Þfl, äÒÒßÒ?ÞÛ Û ãêéÛÞÈêã,ÞÛ. øãÞë~ÒÜÜÀØ â,ÒêÞÀØ âê,ã ÜÒØêÞÛÑã,ÞÛ ê,ÒÀß ,,ÛãÝÇãÜôúðûýÔóóùÙúÔþð? êãß 49 < 3 2004

êãß ÜêÛfl ã pH = 7, ,Àä,?ÛØ ãâãÝ ãêéÛÞÈêã,ÞÛ. øãÞë~ÛÞÛ ÇÒÞÀØ äãã?ãÝ, ÝãêãÀØ äÒÒÝÛâêÞÞÛÑã,ÞÛ ÛÑ iÞããéãß. õââ 8.6 ,,, ,Àiã 78%. täÞ 35-40Àû. øõú (áMCO-d6): 1.82 (ß, 4÷, 6-û÷2 + 7-û÷2), 2.19 (â, 3÷, 4-û÷3), 2.60 (ê, 2÷, 5-û÷2), 2.78 (ê, 2÷, 8-û÷2), 6.95 (â, 1÷, 3-û÷). 4-ßÒêÛÞ-2-ßÒêãÝâÛ-5,6,7,8-êÒê,,ÛãiÛÜãÞÛÜ III. øÛ äãäÀêÝÒ äãÞë~ÒÜÛfl ßÒêãÝâÛäÛÛÛÜ III ÛÑ iÞãäÛÛÛÜ II äã ßÒêãÛÝÒ [16] äÛÑÜÝã, ÒÝ^ÛÛ (,ÀäÒÜÛÒ iÞãÛ ÜêÛfl) ÜÒ ÜÇÞÞãâÈ. ÔÜÞÛÑ ÒÝ^ÛãÜÜãØ âßÒâÛ äãÝÑÞ, ~êã äãëÝê ÜÒ ãÇÑã,Þâfl, Û ÛâiãÜãÒ ,ÒÒâê,ã ãâêÞãâÈ ÇÒÑ ÛÑßÒÜÒÜÛØ. ÷ßÛ ÇÀÞ äÒÞãÚÒÜ ãÛ,,ÛÜÞÈÜfl ßÒêãÛÝ â ÛâäãÞÈÑã,ÜÛÒß ,ÀâãÝãÝÛäflÒ,,ã ÛÜÒêÜã,,ã âê,ãÛêÒÞfl, , Ýãêããß âê,ãflÒêâfl ÝÝ ÛâiãÜãÒ ,ÒÒâê,ã, êÝ Û ßÒêÛÞê ÜêÛfl, Û ÝãêãÀØ âßÒ?Û,Òêâfl â ,ããØ Þfl ãÇÞÒ,,~ÒÜÛfl ,ÀÒÞÒÜÛfl äãëÝê. ýÝÛß ëâÞã,Ûflß ëã,ÞÒê,ãflÒê Û,,ÞÛß. õÒêÞÞÛ~ÒâÝÛØ ÜêÛØ (2.8 ,,) âê,ãÛÞÛ , 20 ßÞ ÇâãÞêÜã,,ã ßÒêÜãÞ, ãêã,,ÜÞÛ ÛÑÇÀêãÝ ßÒêÜãÞ, ãÇ,ÛÞÛ âê,ã 7.8 ,, âãÒÛÜÒÜÛfl II , 40 ßÞ ÇâãÞêÜã,,ã Û,,ÞÛß.


478 ýÇÞÛ^ 2. áÞÛÜÀ â,flÑÒØ d (Õ) , âêëÝêëÒ II û,flÑÈ N(1)-C(2) N(1)-C(10) C(2)-C(3) C(2)-Cl(2) C(3)-C(4) C(4)-C(5) C(4)-C(11) d 1.301(4) 1.344(4) 1.357(4) 1.754(3) 1.377(4) 1.388(4) 1.502(4) û,flÑÈ C(5)-C(10) C(5)-C(6) C(6)-C(7) C(7)-C(8) C(8)-C(9) C(9)-C(10) d

ÔÞÈÇã, Û .

1.384(4) 1.516(4) 1.468(7) 1.350(8) 1.496(8) 1.510(5)

ýÇÞÛ^ 3. ×ÞÒÜêÜÀÒ ë,,ÞÀ (,,) , âêëÝêëÒ II ü,,ãÞ C(2)-N(1)-C(10) N(1)-C(2)-C(3) N(1)-C(2)-Cl(2) C(3)-C(2)-Cl(2) C(2)-C(3)-C(4) C(3)-C(4)-C(5) C(3)-C(4)-C(11) C(5)-C(4)-C(11) C(10)-C(5)-C(4) 116.1(2) 126.5(3) 115.4(2) 118.1(2) 117.8(3) 118.2(3) 119.9(3) 121.9(3) 118.5(2) ü,,ãÞ C(10)-C(5)-C(6) C(4)-C(5)-C(6) C(7)-C(6)-C(5) C(8)-C(7)-C(6) C(7)-C(8)-C(9) C(8)-C(9)-C(10) N(1)-C(10)-C(5) N(1)-C(10)-C(9) C(5)-C(10)-C(9) 120.9(3) 120.5(3) 114.3(4) 119.9(5) 120.5(5) 111.9(4) 122.8(3) 114.7(3) 122.5(3)

ýÇÞÛ^ 4. áÞÛÜÀ â,flÑÒØ d (A) , âêëÝêëÒ III û,flÑÈ N(1)-C(2) N(1)-C(10) C(2)-O(1) C(2)-C(3) C(3)-C(4) C(4)-C(5) C(4)-C(11) d 1.328(5) 1.368(4) 1.363(4) 1.381(6) 1.369(4) 1.422(5) 1.492(6) û,flÑÈ C(5)-C(10) C(5)-C(6) C(6)-C(7) C(7)-C(8) C(8)-C(9) C(9)-C(10) O(1)-C(1) d 1.337(5) 1.537(4) 1.531(6) 1.444(7) 1.501(5) 1.514(5) 1.402(6)

ýÇÞÛ^ 5. ×ÞÒÜêÜÀÒ ë,,ÞÀ (,,) , âêëÝêëÒ III ü,,ãÞ C(2)-N(1)-C(10) N(1)-C(2)-O(1) N(1)-C(2)-C(3) O(1)-C(2)-C(3) C(4)-C(3)-C(2) C(3)-C(4)-C(5) C(3)-C(4)-C(11) C(5)-C(4)-C(11) C(10)-C(5)-C(4) C(10)-C(5)-C(6) 115.3(3) 118.7(4) 124.8(3) 116.5(3) 118.7(3) 117.9(4) 120.7(3) 121.4(3) 118.7(3) 122.8(3) ü,,ãÞ C(4)-C(5)-C(6) C(7)-C(6)-C(5) C(8)-C(7)-C(6) C(7)-C(8)-C(9) C(8)-C(9)-C(10) C(5)-C(10)-N(1) C(5)-C(10)-C(9) N(1)-C(10)-C(9) C(2)-O(1)-C(1) 118.5(3) 111.2(3) 115.1(3) 113.2(4) 112.4(3) 124.5(3) 122.8(3) 112.6(3) 118.1(3)

ûßÒâÈ Ü,,Ò,ÞÛ äÛ 120Àû , êÒ~ÒÜÛÒ 3 ~., ~êã âãäã,ãÚÞãâÈ Ñ,,ëâêÒÜÛÒß âßÒâÛ ÛÑ-Ñ ,ÀäÒÜÛfl ÇãÞÈ?ã,,ã ÝãÞÛ~Òâê, ãâÝ. úÒÝ^ÛãÜÜë ßââë ,ÀÞÛÞÛ , ,ãë, äÒÒßÒ?ÞÛ, ãêéÛÞÈêã,ÞÛ ,Àä,?ÛØ ãâãÝ Û äãßÀÞÛ Ò,,ã ,ããØ. øãÞë~ÛÞÛ ÇÒÞÀØ äãã?ãÝ, ÝãêãÀØ äÒÒÝÛâêÞÞÛÑã,ÞÛ ÛÑ iÞããéãß. õââ 6.1 ,,, ,Àiã 80%. täÞ 35- 40Àû. øõú (áMûO-d6): 1.80 (ß, 4÷, 6-û÷2 + 7û÷2), 2.15 (â, 3÷, 4-û÷3), 2.54 (ê, 2÷, 5-û÷2), 2.70 (ê, 2÷, 8-û÷2), 3.78 (â, 3÷, ùû÷3), 6.35 (â, 1÷, 3û÷). 4-ßÒêÛÞ-2-(4-iÞãéÒÜ^ÛÞ)-5,6,7,8-êÒê,,Ûã1÷-iÛÜãÞÛÜ-2-ãÜ (4). ûÛÜêÒÑ âãÒÛÜÒÜÛfl IV âÛÜêÒÑÛã,Üã äã ßãÛéÛ^Ûã,ÜÜãØ ßÒêãÛÝë [16]. 3 ,, âãÒÛÜÒÜÛfl III Û 4 ,, 4-iÞãéÒÜ^ÛÞÇãßÛ ÝÛäflêÛÞÛ , 20 ßÞ C÷3CN , ÝãÞÇÒ â ãÇêÜÀß iãÞãÛÞÈÜÛÝãß , êÒ~ÒÜÛÒ 5 ~. øÛ êãß äÞãiã âê,ãÛßÀØ 4-iÞãéÒÜ^ÛÞÇãßÛ âê,ãÛÞâfl. ûêÒäÒÜÈ äãiãÚÒÜÛfl ÒÝ^ÛÛ ÝãÜêãÞÛã,ÞÛ äã ýûÿ (,,ÒÝâÜ-êÛÞ^Òêê 1:1). ùÇ ÛâiãÜÀi ,ÒÒâê, ÛßÒê Rf 0.72, äãëÝê ÛßÒÒê Rf 0.1. øÛ ãiÞÚÒÜÛÛ âê,ã ,ÀäÞÛ ÇÒâ^,ÒêÜÀÒ ÝÛâêÞÞÀ äãëÝê, âãÒÚÛÒ âãÞÈ,êÜÀÒ ßãÞÒÝëÞÀ C÷3CN. × ßêã~Üãß âê,ãÒ äãëÝê äã~êÛ ÜÒ ãâêÞãâÈ. õââ 2 ,,, ,Àiã 40%. täÞ 163-165Àû. øõú (áMûO-d6): 1.75 (ß, 4÷, 6-û÷2 + 7-û÷2), 2.13 (â, 3÷, 4-û÷3), 2.50 (ß, 4÷, 5-û÷2) + 8-û÷2), 5.45 (â, 2÷, Nû÷2ûù), 6.15 (â, 1÷, 3-û÷), 7.55, 8.10 (, 4÷, Ar). øÒiÞãê 2-(4-iÞãéÒÜÛÞ)-5-ßÒêÛÞ-6,7,8,9êÒê,,ÛããÝâÑãÞã-[3,2-]iÛÜãÞÛÜ-10-ÛÞÛfl (5). ûÛÜêÒÑ âãÒÛÜÒÜÛfl V êÝÚÒ äã,ÒÒÜ äã ãêÇãêÜÜãØ ÜßÛ ÜÒÒ ßÒêãÛÝÒ [16]. 1.2 ,, âãÒÛÜÒÜÛfl IV âê,ãÛÞÛ , 12 ßÞ ÝãÜ^ÒÜêÛã,ÜÜãØ ÷2SO4 Û ãâê,ÛÞÛ Ü Üã~È. úâê,ã ,ÀÞÛÞÛ , 100 ßÞ 3% - ÷ClO4, äÛ êãß ,ÀäÞ ãâãÝ. úâê,ã â ãâÝãß ãâê,ÛÞÛ Ü Üã~È, ãâãÝ ãêéÛÞÈêã,ÞÛ Û äãßÀÞÛ ,ããØ. øãÞë~ÒÜÜÀØ ÇÒÞÀØ äãã?ãÝ äÒÒÝÛâêÞÞÛÑã,ÞÛ ÛÑ C÷3CN. õââ 1.5 ,,, ,Àiã 98%. täÞ 300Àû (âã ,ÑÀ,ãß). øõú (áMûOd6): 1.95 (ß, 2÷, 7-û÷2), 2.05 (ß, 2÷, 8-û÷2), 2.58 (â, 3÷, 5-û÷3), 2.85 (ê, 2÷, 6-û÷2), 3.15 (ê, 2÷, 9-û÷2), 7.63-7.66, 8.03-8.06 (, 4÷, Ar), 8.11 (â, 1÷, 4-û÷), 9.37 (â, 1÷, 1-û÷). áÛéÝêãßÒêÛ~ÒâÝÛØ ÝâäÒÛßÒÜê. áÞfl ßãÜãÝÛâêÞã, âãÒÛÜÒÜÛØ II Û III ÝâäÒÛßÒÜêÞÈÜÀÒ ÛÜêÒÜâÛ,ÜãâêÛ ÛéÝ^ÛãÜÜÀi ãêÚÒÜÛØ äãÞë~ÒÜÀ äÛ ÝãßÜêÜãØ êÒßäÒêëÒ Ü ,êãßêÛ~ÒâÝãß ÛéÝêãßÒêÒ CAD-4 [17] ( Mo K, ,,éÛêã,ÀØ ßãÜãiãßêã). øßÒêÀ ÞÒßÒÜêÜãØ fl~ÒØÝÛ ãäÒÒÞflÞÛ Û ëêã~ÜflÞÛ äã 25 ÒéÞÒÝâß , ÛÜêÒ,ÞÒ ë,,Þã, 12-15À. áÞfl âãÒÛÜÒÜÛØ IV Û V ÝâäÒÛßÒÜê äã,ãÛÞÛ Ü ÛéÝêãßÒêÒ CAD-4 ( Cu K, ,,éÛêã,ÀØ ßãÜãiãßêã). øßÒêÀ ÞÒßÒÜêÜãØ fl~ÒØÝÛ ãäÒÒÞflÞÛ Û ëêã~ÜflÞÛ äã 25 ÒéÞÒÝâß , ÛÜêÒ,ÞÒ ë,,Þã, 25-30À. øãâÝãÞÈÝë ÝÛâêÞÞÀ ÛââÞÒã,ÜÜÀi âãÒÛÜÒÜÛØ ÛßÒê ÜÛÑÝÛÒ ÞÛÜÒØÜÀÒ ÝãééÛ^ÛÒÜêÀ
ôúðûýÔóóùÙúÔþð? êãß 49 < 3 2004


úæ÷ýÙæ÷ùûýúüôýüú÷ùæ ôÔúýðúù×Ô÷ðæ ýÇÞÛ^ 6. áÞÛÜÀ â,flÑÒØ d (Õ) , âêëÝêëÒ IV û,flÑÈ Cl(1)-C(17) N(1)-C(2) N(1)-C(10) N(1)-C(12) C(2)-O(2) C(2)-C(3) C(3)-C(4) C(4)-C(5) C(4)-C(11) C(5)-C(10) C(5)-C(6) C(6)-C(7) d 1.728(9) 1.361(10) 1.422(10) 1.456(10) 1.232(11) 1.417(12) 1.355(11) 1.459(12) 1.591(14) 1.376(12) 1.498(11) 1.552(15) û,flÑÈ C(7)-C(8) C(8)-C(9) C(9)-C(10) C(12)-C(13) C(13)-O(13) C(13)-C(14) C(14)-C(19) C(14)-C(15) C(15)-C(16) C(16)-C(17) C(17)-C(18) C(18)-C(19) d 1.438(15) 1.471(13) 1.513(11) 1.509(11) 1.215(9) 1.495(10) 1.390(10) 1.402(10) 1.375(10) 1.376(10) 1.377(11) 1.389(11)

479

ýÇÞÛ^ 7. ×ÞÒÜêÜÀÒ ë,,ÞÀ (,,) , âêëÝêëÒ IV ü,,ãÞ C(2)-N(1)-C(10) C(2)-N(1)-C(12) C(10)-N(1)-C(12) O(2)-C(2)-N(1) O(2)-C(2)-C(3) N(1)-C(2)-C(3) C(4)-C(3)-C(2) C(3)-C(4)-C(5) C(3)-C(4)-C(11) C(5)-C(4)-C(11) C(10)-C(5)-C(4) C(10)-C(5)-C(6) C(4)-C(5)-C(6) C(5)-C(6)-C(7) C(8)-C(7)-C(6) C(7)-C(8)-C(9) C(8)-C(9)-C(10) 124.7(8) 115.1(7) 120.1(7) 120.7(8) 123.9(9) 115.1(8) 125.5(10) 116.0(9) 125.8(10) 118.0(9) 121.6(8) 118.5(9) 119.8(9) 112.3(9) 119.4(13) 109.4(12) 114.6(10) ü,,ãÞ C(5)-C(10)-N(1) C(5)-C(10)-C(9) N(1)-C(10)-C(9) N(1)-C(12)-C(13) O(13)-C(13)-C(14) O(13)-C(13)-C(12) C(14)-C(13)-C(12) C(19)-C(14)-C(15) C(19)-C(14)-C(13) C(15)-C(14)-C(13) C(16)-C(15)-C(14) C(15)-C(16)-C(17) C(16)-C(17)-C(18) C(16)-C(17)-Cl(1) C(18)-C(17)-Cl(1) C(17)-C(18)-C(19) C(18)-C(19)-C(14) 117.0(7) 125.1(8) 117.9(8) 112.3(7) 122.8(7) 120.7(8) 116.4(7) 119.7(8) 123.3(7) 117.0(7) 122.1(9) 118.3(9) 119.6(9) 123.1(8) 117.2(8) 123.4(10) 116.7(9)

ýÇÞÛ^ 8. áÞÛÜÀ â,flÑÒØ d (Õ) , âêëÝêëÒ V û,flÑÈ Cl(1)-C(18) Cl(2)-O(23) Cl(2)-O(21) Cl(2)-O(24) Cl(2)-O(22) N(1)-C(5) N(1)-C(13) N(1)-C(2) C(2)-C(3) C(3)-O(4) C(3)-C(15) O(4)-C(5) C(5)-C(6) C(6)-C(7) d 1.727(4) 1.334(4) 1.357(4) 1.367(4) 1.392(5) 1.339(4) 1.381(4) 1.398(4) 1.335(5) 1.394(4) 1.450(5) 1.339(4) 1.374(5) 1.378(5) û,flÑÈ C(7)-C(8) C(7)-C(14) C(8)-C(13) C(8)-C(9) C(9)-C(10) C(10)-C(11) C(11)-C(12) C(12)-C(13) C(15)-C(20) C(15)-C(16) C(16)-C(17) C(17)-C(18) C(18)-C(19) C(19)-C(20) d 1.423(5) 1.506(5) 1.359(5) 1.515(5) 1.555(6) 1.467(7) 1.520(6) 1.501(5) 1.382(5) 1.388(5) 1.376(5) 1.387(6) 1.380(6) 1.370(5)

ýÇÞÛ^ 9. ×ÞÒÜêÜÀÒ ë,,ÞÀ (,,) , âêëÝêëÒ V ü,,ãÞ ü,,ãÞ 120.6(3) 119.0(3) 120.3(3) 110.5(3) 112.9(4)

O(23)-Cl(2)-O(21) 112.7(5) C(13)-C(8)-C(7) O(23)-Cl(2)-O(24) 108.3(3) C(13)-C(8)-C(9) O(21)-Cl(2)-O(24) 120.1(4) C(7)-C(8)-C(9) O(23)-Cl(2)-O(22) 107.1(6) C(8)-C(9)-C(10) O(21)-Cl(2)-O(22) 100.0(4) C(11)-C(10)-C(9) C(5)-N(1)-C(13) C(5)-N(1)-C(2) C(13)-N(1)-C(2) C(3)-C(2)-N(1) C(2)-C(3)-O(4) C(2)-C(3)-C(15) O(4)-C(3)-C(15) C(5)-O(4)-C(3) N(1)-C(5)-O(4) N(1)-C(5)-C(6) O(4)-C(5)-C(6) C(5)-C(6)-C(7) C(6)-C(7)-C(8) C(6)-C(7)-C(14) C(8)-C(7)-C(14)

O(24)-Cl(2)-O(22) 107.5(4) C(10)-C(11)-C(12) 109.8(4) 121.2(3) C(13)-C(12)-C(11) 111.8(4) 108.2(3) C(8)-C(13)-N(1) 130.5(3) C(8)-C(13)-C(12) 106.5(3) N(1)-C(13)-C(12) 133.5(3) C(20)-C(15)-C(3) 117.5(3) C(16)-C(15)-C(3) 118.0(3) 126.6(3) 115.4(3) 119.8(3) 121.6(3)

109.0(3) C(20)-C(15)-C(16) 118.7(3)

äã,,ÞãÒÜÛfl Û ßÞÀÒ ÑßÒÀ (ëã,ÞÒê,ãflê ëâÞã,Û ÅR 0.4), äãä,Ý Ü äã,,ÞãÒÜÛÒ ÜÒ ,,ãÛÞâÈ. øÒ,Û~Üfl ãÇÇãêÝ ßââÛ, ÝâäÒÛßÒÜêÞÈÜÀi ÜÜÀi äã,ãÛÞâÈ äã ÝãßäÞÒÝâë äã,,ßß WinGX [18]. ×âÒ äãâÞÒëÛÒ â~ÒêÀ ,ÀäãÞÜflÞÛâÈ , ßÝi ÝãßäÞÒÝâ äã,,ßß SHELX97 [19]. ôÛâêÞÞÛ~ÒâÝÛÒ âêëÝêëÀ ãäÒÒÞÒÜÀ äflßÀßÛ ßÒêãßÛ â äãâÞÒëÛß ëêã~ÜÒÜÛÒß äãÑÛ^ÛãÜÜÀi Û êÒäÞã,Ài äßÒêã, ,
ôúðûýÔóóùÙúÔþð? êãß 49 < 3 2004

106.9(2) C(17)-C(16)-C(15) 121.5(3) 109.4(3) C(16)-C(17)-C(18) 118.3(4) 123.1(3) C(19)-C(18)-C(17) 121.1(3) 127.4(3) C(19)-C(18)-Cl(1) 116.9(3) C(17)-C(18)-Cl(1) 119.7(3) 119.1(3)

120.1(3) C(20)-C(19)-C(18) 119.3(4) 120.2(3) C(19)-C(20)-C(15) 121.0(4) 119.8(3)


480

ÔÞÈÇã, Û .

C(11) C(6) C(7) C(5) C(4) C(7) C(5) C(3) C(2) C(10) C(9) N(1) Cl(2) C(8) C(10) C(9) N(1) C(6)

C(11)

C(4)

C(3) C(2)

C(8)

O(1) C(1)

úÛâ. 1. ûêãÒÜÛÒ ßãÞÒÝëÞÀ Û ÜëßÒ^Ûfl êãßã, âãÒÛÜÒÜÛfl II. ?ÞÞÛäâãÛÀ êÒäÞã,Ài ÝãÞÒÇÜÛØ ÑÒâÈ Û ÞÒÒ äÛ,ÒÒÜÀ â ,ÒãflêÜãâêÈ 50%.

úÛâ. 2. ûêãÒÜÛÒ ßãÞÒÝëÞÀ Û ÜëßÒ^Ûfl êãßã, âãÒÛÜÒÜÛfl III.

ÜÛÑãêãäÜãß äÛÇÞÛÚÒÜÛÛ Þfl ,âÒi ÜÒ,ãããÜÀi êãßã,. ùâÜã,ÜÀÒ ëâÞã,Ûfl ÛéÝêãßÒêÛ~ÒâÝÛi ÝâäÒÛßÒÜêã, Û ÝÛâêÞÞã,,éÛ~ÒâÝÛÒ iÝêÒÛâêÛÝÛ âãÒÛÜÒÜÛØ äÛ,ÒÒÜÀ , êÇÞ. 1. õÒÚêãßÜÀÒ ââêãflÜÛfl Û ,ÞÒÜêÜÀÒ ë,,ÞÀ âÛâêÒßêÛÑÛã,ÜÀ , êÇÞ. 2-9. øãâêÜâê,ÒÜÜãÒ âäãÞãÚÒÜÛÒ êãßã, , ßãÞÒÝëÞi, Ûi ÜëßÒ^Ûfl Û ÞÞÛäâãÛÀ êÒäÞã,Ài ÝãÞÒÇÜÛØ äãÝÑÜÀ Ü Ûâ. 1-4, äãÞë~ÒÜÜÀi â ÛâäãÞÈÑã,ÜÛÒß äã,,ßßÀ ORTEP-3 [20, 21]. ôÛâêÞÞã,,éÛ~ÒâÝfl ÛÜéãß^Ûfl äã ÛââÞÒã,ÜÜÀß âãÒÛÜÒÜÛflß ÒäãÜÛã,Ü , ôÒßÇÛÚâÝãØ ÕÑÒ ûêëÝêëÜÀi áÜÜÀi (ÒäãÜÒÜêÀ < 000001-000004). úæñüó?ýÔý? ð ùÕûüìáæ÷ðæ × ßãÞÒÝëÞÒ II (Ûâ. 1) 6-~ÞÒÜÜÀØ ^ÛÝÞ N(1)...C(10) äÞãâÝÛØ â êã~ÜãâêÈ ã 0.011 Õ. ÔêãßÀ ûl(2), C(6), C(9) Û C(11) ÞÒÚê , äÞãâÝãâêÛ êã,,ã ^ÛÝÞ. ÔêãßÀ û(7) Û û(8) ãêÝÞãÜflêâfl ãê êãØ äÞãâÝãâêÛ Ü 0.124 Û -0.290 Õ âããê,Òêâê,ÒÜÜã. ?ÞÞÛäâãÛÀ êÒäÞã,Ài ÝãÞÒÇÜÛØ êãßã, û(7) Û û(8) iÝêÒÛÑëêâfl âÛÞÈÜãØ ÜÛÑãêãäÛÒØ, ,âÞÒâê,ÛÒ ~Ò,,ã ââêãflÜÛÒ ßÒÚë êãßßÛ û(7) Û û(8) âëÒâê,ÒÜÜã Ýãã~Ò (1.35 Õ) ââêãflÜÛØ û(5)- û(6), û(6)-û(7), û(8)-û(9) Û û(9)-û(10) (êÇÞ. 2), ãÜÝã â ë~Òêãß ÜÛÑãêãäÛÛ êÒäÞã,Ài äãä,ãÝ [22], êã ââêãflÜÛÒ âãâê,ÞflÒê 1.58 Õ, ~êã âããê,Òêâê,ëÒê sp3-,,ÛÇÛÛÑ^ÛÛ. øã â,ÜÒÜÛ â ÛâiãÜÀß âãÒÛÜÒÜÛÒß I [11] ãÛÜÜÀÒ â,flÑÛ ,,ÒêÒã^ÛÝÞÛ~ÒâÝã,,ã é,,ßÒÜê ÇÛ^ÛÝÞ âêÞÛ Ýãã~Ò, ,ãØÜÀÒ - ÜÒâÝãÞÈÝã ÞÛÜÜÒÒ, ~êã ãê,Ò~Òê ãÚÛÒßãØ ãßêÛ~ÒâÝãØ âêëÝêëÒ äÛÛÛÜã,ã,,ã é,,ßÒÜê (âiÒß 1).

× ßãÞÒÝëÞÒ III (Ûâ. 2) 6-~ÞÒÜÜÀØ ^ÛÝÞ N(1)...C(10) äÞãâÝÛØ â êã~ÜãâêÈ ã 0.01 Õ. ÔêãßÀ ù(1), û(1), C(6), C(9) Û C(11) ÞÒÚê , äÞãâÝãâêÛ êã,,ã ^ÛÝÞ. ÔêãßÀ û(7) Û û(8) ãêÝÞãÜflêâfl ãê êãØ äÞãâÝãâêÛ Ü -0.237 Û 0.405 Õ âããê,Òêâê,ÒÜÜã. ?ÞÞÛäâãÛÀ êÒäÞã,Ài ÝãÞÒÇÜÛØ êãßã, û(7) Û û(8), êÝ ÚÒ ÝÝ Û , ßãÞÒÝëÞÒ II, âÛÞÈÜã ÜÛÑãêãäÜÀ, ,âÞÒâê,ÛÒ ~Ò,,ã ââêãflÜÛÒ ßÒÚë êãßßÛ û(7) Û û(8) ëÝãã~ÒÜã (1.44 Õ) ââêãflÜÛØ û(5)-û(6), û(6)-û(7), û(8)-û(9) Û û(9)-û(10) (êÇÞ. 4), ãÜÝã â ë~Òêãß ÜÛÑãêãäÛÛ êÒäÞã,Ài äãä,ãÝ [22], ãÜã ,Üã 1.57 Õ, ~êã âããê,Òêâê,ëÒê sp3,,ÛÇÛÛÑ^ÛÛ. ôÝ Û , äÒÀëÒß âÞë~Ò, âêãÒÜÛÒ äÛÛÛÜã,ã,,ã é,,ßÒÜê ÇÛ^ÛÝÞ ãê,Ò~Òê ãÚÛÒßãØ ãßêÛ~ÒâÝãØ âêëÝêëÒ (âiÒß 1). × ÝÛâêÞÞi IV (Ûâ. 3) ÛÑ-Ñ ÜÒäãÞÜãØ ÑâÒÞÒÜÜãâêÛ äãÑÛ^ÛØ âãÞÈ,êÜÀi ßãÞÒÝëÞ C÷3CN ,ãÑÜÛÝÞÛ äãÇÞÒßÀ äÛ ëêã~ÜÒÜÛÛ âêëÝêëÀ. áÞfl Ûi Ò?ÒÜÛfl ÞÛÜÀ â,flÑÒØ , ,ëi ÝÛâêÞÞã,,éÛ~ÒâÝÛ ÜÒÑ,ÛâÛßÀi ßãÞÒÝëÞi ÇÀÞÛ äãäÜã ëâÒÜÒÜÀ. 6-~ÞÒÜÜÀØ ^ÛÝÞ N(1)...(10) äÞãâÝÛØ â êã~ÜãâêÈ ã 0.02 Õ. ÔêãßÀ ù(1), û(1), C(6), C(9) Û û(12) ÞÒÚê , äÞãâÝãâêÛ êã,,ã ^ÛÝÞ. ÔêãßÀ û(7), û(8) Û û(11) ãêÝÞãÜflêâfl ãê êãØ äÞãâÝãâêÛ Ü -0.256, 0.340 Û -0.204 Õ âããê,Òêâê,ÒÜÜã. ?ÒÒã,ÜÛÒ ãÛÜÜÀi Û ,ãØÜÀi â,flÑÒØ , ,,ÒêÒã^ÛÝÞÒ ãê,Ò~Òê ÜÒãßêÛ~ÒâÝãØ äÛÛãÜã,ãØ âêëÝêëÒ (âiÒß 1). ôÝ Û , âêëÝêëi I - III, ââêãflÜÛÒ ßÒÚë êãßßÛ û(7) Û û(8) ëÝãã~ÒÜã (1.44 Õ) (êÇÞ. 6), ãÜÝã â ë~Òêãß äãä,ÝÛ [22], ãÜã ,Üãê 1.54 Õ. þÒÜÛÞÈÜÀØ ^ÛÝÞ û(14)...C(19) äÞãâÝÛØ â êã~ÜãâêÈ ã 0.013 Õ. ÔêãßÀ Cl(1), û(13) Û û(12) ÞÒÚê , äÞãâÝãâêÛ êã,,ã ^ÛÝÞ. ÔêãßÀ ù(13) Û N(1) ãêÝÞãÜflêâfl ãê êãØ äÞãâÝãâêÛ Ü -0.116 Û -0.373 Õ âããê,Òêâê,ÒÜÜã. á,ë,,ÜÜÀØ ë,,ãÞ ßÒÚë äÞãâÝãâêflßÛ äÛÛãÜã,ã,,ã é,,ßÒÜê Û ÛÞÈÜãØ ,,ëääÀ âãâê,ÞflÒê 86.45À.
ôúðûýÔóóùÙúÔþð? êãß 49 < 3 2004


úæ÷ýÙæ÷ùûýúüôýüú÷ùæ ôÔúýðúù×Ô÷ðæ
O(22) C(11) Cl(2) C(4) C(6) C(5) C(3) C(7) C(2) C(9) C(8) C(10) C(9) C(12) O(13) C(13) C(14) C(2) C(15) C(19) C(16) C(18) C(17) C(20) C(19) C(12) C(11) C(13) N(1) N(2) O(2) C(10) C(8) C(6) C(5) C(4) C(3) C(15) C(7) O(23) O(24) C(14) O(21)

481

C(16)

C(17) C(18) Cl(1)

Cl(1)

úÛâ. 3. ûêãÒÜÛÒ ßãÞÒÝëÞÀ Û ÜëßÒ^Ûfl êãßã, âãÒÛÜÒÜÛfl IV. ûãÞÈ,êÜÀÒ ßãÞÒÝëÞ ^ÒêãÜÛêÛÞ Ü ÛâëÜÝÒ ÜÒ äãÝÑÜ.

úÛâ. 4. ûêãÒÜÛÒ ßãÞÒÝëÞÀ Û ÜëßÒ^Ûfl êãßã, âãÒÛÜÒÜÛfl V.

ûêãÒÜÛÒ ,ëi âãÞÈ,êÜÀi ßãÞÒÝëÞ C÷3CN êÛäÛ~Üã Û , ÝãßßÒÜêÛfli ÜÒ ÜëÚÒêâfl. × ÝêÛãÜÒ V (Ûâ. 4) 9-~ÞÒÜÜÀØ ãÝâÑãÞãäÛÛÛÜÛÒ,ÀØ ÇÛ^ÛÝÞ N(1)...û(13) äÞãâÝÛØ â êã~ÜãâêÈ ã 0.03 Õ. ÔêãßÀ C(12), C(14), C(15), û(19) Û û(20) ÞÒÚê , äÞãâÝãâêÛ êã,,ã ^ÛÝÞ. ÔêãßÀ û(9), û(10), û(11), û(16), û(17) Û û(18) ãêÝÞãÜflêâfl ãê êãØ äÞãâÝãâêÛ Ü 0.119, 0.562, -0.225, 0.275, 0.348 Û 0.226 Õ âããê,Òêâê,ÒÜÜã. þÒÜÛÞÈÜÀØ ^ÛÝÞ û(15)...C(20) äÞãâÝÛØ â êã~ÜãâêÈ ã 0.01 Õ. ÔêãCH O N
+

ßÀ Cl(1) Û û(3) ÞÒÚê , äÞãâÝãâêÛ êã,,ã ^ÛÝÞ. ûêãÒÜÛÒ éÒÜÛÞÈÜã,,ã ÝãÞÈ^ ãê,Ò~Òê ãÚÛÒßãØ ãßêÛ~ÒâÝãØ âêëÝêëÒ. ×ÒÞÛ~ÛÜ ,ë,,ÜÜã,,ã ë,,Þ ßÒÚë ,,ÒêÒã^ÛÝÞÛ~ÒâÝãØ Û éÒÜÛÞÈÜãØ äÞãâÝãâêflßÛ âãâê,ÞflÒê ,âÒ,,ã 7.37À, ~êã â,ÛÒêÒÞÈâê,ëÒê , äãÞÈÑë âãäflÚÒÜÛfl ãßêÛ~ÒâÝÛi ^ÛÝÞã,. áÞfl ÝêÛãÜ ãÝâÑãÞãäÛÛÛÜÛfl ßãÚÜã ÜäÛâêÈ êÛ ÒÑãÜÜâÜÀÒ âêëÝêëÀ, ,Ò â äãÞãÚÛO CH Cl O N C
+

3

CH Cl

3

3

N

+

Cl

A

B
ûiÒß 2.

ôúðûýÔóóùÙúÔþð? êãß 49 < 3 2004


482 CH
3

ÔÞÈÇã, Û . O N
+

Cl

ÜÜâã,ë äãÒÚÝë , ãäÞêÒ ÞÛ^ÒÜÑÛÛ Ü äãÞÈÑã,ÜÛÒ ôÒßÇÛÚâÝÛß ÕÜÝãß ûêëÝêëÜÀi áÜÜÀi (,,Üê 02-07-90322), êÝÚÒ éãÜë ð÷ýÔû (,,Üê INTAS 00-0711). ûøðûùô óðýæúÔýüú?

ûiÒß 3.

êÒÞÈÜÀß Ñflãß Ü êãßÒ Ñãê Û ãÜë â Ñflãß Ü êãßÒ ÝÛâÞãã: ×ãÑÜÛÝÒê ,ãäãâ, ÝÝfl ÛÑ êÛi éãßëÞ êã~ÜÒÒ ãêÚÒê âêãÒÜÛÒ ÝêÛãÜ. áÞÛÜÀ â,flÑÒØ û(6)-û(7), û(7)-û(8) Û û(8)-û(13) (Ûâ. 5) ,ÜÀ 1.378(5), 1.423(5) Û 1.359(5) Õ âããê,Òêâê,ÒÜÜã (êÇÞ. 8). ýÝfl éÛÝâ^Ûfl ,ãØÜÀi â,flÑÒØ , äÛÛÛÜã,ãß é,,ßÒÜêÒ ßãÞÒÝëÞÀ ,,ã,ãÛê ã êãß, ~êã éãßëÞ A Òê ÜÛßÒÜÈ?ÛØ ,ÝÞ. áÞfl ãÝãÜ~êÒÞÈÜã,,ã ,ÀÇã ßÒÚë âêëÝêëßÛ B Û C , ôÒßÇÛÚâÝãß ÇÜÝÒ âêëÝêëÜÀi ÜÜÀi [14] (,ÒâÛfl 11.02) ÇÀÞ äã,ÒÒÜ äãÛâÝ âãÒÛÜÒÜÛØ, âãÒÚÛi äãêãÜÛã,ÜÜë äã êãßß ÝÛâÞãã ÛÞÛ Ñãê (ÛÞÛ ÞÝÛÞÛã,ÜÜë äã êãßë ÝÛâÞãã) ßÛÜë ,,ëääë. × ÒÑëÞÈêêÒ ÇÀÞã ãÇÜëÚÒÜã, ~êã ÞÛÜ â,flÑÛ û=ù , êÝÛi é,,ßÒÜêi ÜiãÛêâfl , äÒÒÞi 1.25-1.30 Õ, äÛ~Òß 60 éãßëÞ ÇÀÞã ÛÑãÇÚÒÜã â äãÞãÚÛêÒÞÈÜÀß Ñflãß Ü ÝÛâÞããÒ, Û ÇãÞÒÒ 200 - â Ñflãß Ü êãßÒ Ñãê. × äÛÛãÜi ÞÛÜÀ â,flÑÒØ û=ù Üiãflêâfl , äÒÒÞi 1.21-1.25 Õ, ~êã â,ÛÒêÒÞÈâê,ëÒê ã ÜÒÝãêããß ë,ÒÞÛ~ÒÜÛÛ ÞÛÜÀ ,ãØÜãØ â,flÑÛ ë,,ÞÒã-ÝÛâÞãã äÛ ÒÒ äãêãÜÛã,ÜÛÛ (ÛÞÛ ÞÝÛÞÛã,ÜÛÛ) äã ÝÛâÞããÜãßë ,,ÒêÒãêãßë. × âêëÝêëÒ V ÞÛÜ â,flÑÛ û(5)-ù(4) âãâê,ÞflÒê 1.339(4) Õ, ~êã ÑÜÛßÒê äãßÒÚëêã~ÜãÒ äãÞãÚÒÜÛÒ ßÒÚë ãÛÜÜãØ û-ù Û ,ãØÜãØ â,flÑÈ , ßÛÜãØ ,,ëääÒ â äãÞãÚÛêÒÞÈÜÀß Ñflãß. áÞÛÜ â,flÑÛ N(1)-û(5) êÝÚÒ ,Ü 1.339(4) Õ, ~êã ßÒÜÈ?Ò ÞÛÜ ,ëi ë,,Ûi â,flÑÒØ C-N äÛ êãß êãßÒ Ñãê (1.381(4) Û 1.398(4) Õ). ÷ ãâÜã,ÜÛÛ êÛi ââëÚÒÜÛØ ßãÚÜã âÒÞêÈ ,À,ã, ~êã âêãÒÜÛÒ ÝêÛãÜ ãÝâÑãÞãäÛÛÛÜÛfl äÒâê,ÞflÒê ,,ÛÇÛ éãßëÞ B Û C (â ÜÒâÝãÞÈÝã ÇãÞÈ?Ûß ,ÝÞãß âêëÝêëÀ B). ×ÒãflêÜã, ÜÛÇãÞÒÒ ÒÝ,êÜã âêãÒÜÛÒ ÝêÛãÜ âÞÒëÒê ÛÑãÇÚêÈ â ÒÞãÝÞÛÑ^ÛÒØ Ñfl: ?ÞÞÛäâãÛÀ êÒäÞã,Ài ÝãÞÒÇÜÛØ êãßã, ÝÛâÞãã , ÜÛãÜÒ äÒiÞãê âÛÞÈÜã ÜÛÑãêãäÜÀ , äÞãâÝãâêÛ, äÒäÒÜÛÝëÞflÜãØ â,flÑÛ Cl-O (Ûâ.4). ?êã ,,ã,ãÛê ã ÜÞÛ~ÛÛ ÜÒÝãêããØ âêÒäÒÜÛ â,ãÇãÀ ,ÒÜÛfl äÒiÞãê-ÛãÜ ,ãÝë,, êãß iÞã. Ô,êãÀ ,ÀÚê ÇÞ,,ãÜãâêÈ úãââÛØâÝãßë þãÜë þëÜßÒÜêÞÈÜÀi ðââÞÒã,ÜÛØ Ñ éÛ-

1. úÀÇÝã, ×.Õ., ìëÝã, û.Ù., ÕÇÒ, æ.×. Û . // ôÛâêÞÞã,,éÛfl. 1999. ý. 44. <. 6. û. 1067. 2. úÀÇÝã, ×.Õ., ìëÝã, û.Ù., ÕÇÒ, æ.×. Û . // ôÛâêÞÞã,,éÛfl. 2000. ý. 45. <. 1. û. 108. 3. úÀÇÝã, ×.Õ., ìëÝã, û.Ù., ÕÇÒ, æ.×. Û . // ôÛâêÞÞã,,éÛfl. 2000. ý. 45. <. 2. û. 292. 4. úÀÇÝã, ×.Õ., ìëÝã, û.Ù., øâÛ~ÜÛ~ÒÜÝã ô.?., ÕÇÒ, æ.×. // ôããÛÜ^. iÛßÛfl. 2000. ý. 26. < 9. û. 714. 5. úÀÇÝã, ×.Õ., ìëÝã, û.Ù., ÕÇÒ, æ.×., ñãÜÜÒ,ÒÞÈ ?. // ôÛâêÞÞã,,éÛfl. 2001. ý. 46. < 3. û. 435. 6. úÀÇÝã, ×.Õ., ýãflÜã, û.ð., ÕÇÒ, æ.×. Û . // ôÛâêÞÞã,,éÛfl. 2001. ý. 46. < 5. û. 1069. 7. úÀÇÝã, ×.Õ., ÕÇÒ, æ.×, øâÛ~ÜÛ~ÒÜÝã ô.?., ñãÜÜÒ,ÒÞÈ ?. // ôÛâêÞÞã,,éÛfl. 2002. ý. 47. < 1. û. 76. 8. úÀÇÝã, ×.Õ., ÕÇÒ, æ.×., ?ÒÜÀ?Ò, ×.×. // ôÛâêÞÞã,,éÛfl. 2002. ý. 47. < 3. û. 473. 9. úÀÇÝã, ×.Õ., ÕÇÒ, æ.×. øâÛ~ÜÛ~ÒÜÝã ô.?., // ôÛâêÞÞã,,éÛfl. 2002. ý. 47. < 4. û. 678. 10. úÀÇÝã, ×.Õ., ÕÇÒ, æ.×., åÛâÒ,Û~ Ô.Ô. Û . // ôÛâêÞÞã,,éÛfl. 2002. ý. 47. < 6. û. 1042. 11. ÔÞÈÇã, á.×., úÀÇÝã, ×.Õ., ÕÇÒ, æ.×., ÔâÞÜã, ó.Ô. // ôÛâêÞÞã,,éÛfl. 2003. ý. 48. < 2. û. 277. 12. úÀÇÝã, ×.Õ., ÕãÇã?Ýã ó.Ù., ÕëÝã, ÷.ð. Û . // ôÛâêÞÞã,,éÛfl. 2004. ý. 48. < 3. û. (, äÒ~êÛ) 13. ÔÞÈÇã, á.×., õÑÛÜ ù.û., úÀÇÝã, ×.Õ. Û . // ôÛâêÞÞã,,éÛfl. 2003. ý. 48. < 5. û. (, äÒ~êÛ) 14. Allen F.H. // Acta Cryst. B. 2002. V. B58. P. 380. 15. Mertel H.E. Pyridine and Derivatives. Part Three./Ed. Klingsberg E. Interscience, New York, 1962. P. 525. 16. Babaev E.V., Efimov A.V., Maiboroda D A., Jug K. // Eur. J. Org. Chem. 1998. P. 193. 17. Enraf-Nonius CAD-4 Software. Version 5.0. EnrafNonius, Delft, Netherlands, 1989. 18. Farrugia L.J. WinGX. X-Ray Crystallographic Programs for Windows. University of Glasgow, U.K., 2003. 19. Sheldrick G.M. SHELX97. Program for the Solution and Refinement of Crystal Structures. University of Gottingen, Germany, 1997. 20. Burnett M.N., Johnson C.K. ORTEP. Report ORNL 6895. Oak Ridge National Laboratory. Tennessee, USA. 21. Farrugia L.J. ORTEP-3 for Windows. 22. Busing W.R, Levy H.A. // Acta Crystallogr. 1964. V. 17. P. 142.

ôúðûýÔóóùÙúÔþð? êãß 49 < 3 2004