ࡱ> !q` $bjbjqPqP 4*::D  Z\\\\\\$h)Ea a a Za Za a :, Q/ > F0 HR# (a K   FOTOKEMIJA b, b'-DITIOFENSKIH DERIVATA o-DIVINILBENZENA PHOTOCHEMISTRY OF b, b'-DITHIOPHENE o-DIVINYLBENZENE DERIVATIVES Dragana VUK1, }eljko MARINI2 i Marija `INDLER-KULYK1 1 Fakultet kemijskog in~enjerstva i tehnologije, Maruliev trg 19, Zagreb 2 Institut Ruer Boakovi, Bijeni ka cesta 54, Zagreb U okviru prou avanja fotokemijskih reakcija heterostilbenskih spojeva [1] studirani su stiriltiofeni [2], kao i utjecaj polo~aja sumpora [3] u tiofenskom prstenu na sam tijek reakcije. U ovom radu pripravljeni su novi 2- i 3- ditiofenski derivati o-divinilbenzena i podvrgnuti fotokemijskom ispitivanju. Tijekom osvjetljavanja 2,2'-(1,2-fenilendivinilen)ditiofena (1), nakon primarne cis/trans- izomerizacije, kao posljedica [1,6] elektrociklizacije i 1,5 H pomaka formira se dihidronaftalenska struktura 2 kao glavni produkt, uz tragove vie neidentificiranih dimernih produkata. Za razliku od spoja 1, 3,3'-(1,2-fenilendivinilen)ditiofen (3) fotokemijski reagira na potpuno drugi na in i nastaje biciklo[3.2.1.]oktadienska struktura 4 kao glavni fotoprodukt, uz tragove dimernih produkata. ":<LNPRnpνpp`QDh/5CJaJmHsHhc56CJaJmHsHh hc5CJaJmHsH'h hc5CJOJQJaJmHsHhc5CJaJmHsHh# K5CJaJmHsH"h h>v56CJaJmHsHhH 5CJaJmHsH!he5CJOJQJaJmHsH'h h>v5CJOJQJaJmHsHh h>v5CJaJmHsHh>v5CJaJmHsHNp` ` b !!" "#"$$$a$gd$a$gd$a$gdR$a$gd]O$a$gd/$a$gdc$ , . 2 \ ^ ` d t v        $ * 6 8 < > H R ^ ¶­­h/h/CJmHsH h/CJh/h/CJH*mHsHhbwmHsHh/H*mHsHh/h/H*mHsHh/mHsHh/h/mHsHhc5CJaJmHsHhehe5CJaJmHsHhe5CJaJmHsH4^ ` b r . 0 < r t z |   ( ) ;ܑvj;ͅ[KhRhf_#6CJaJmHsHhRh~CJaJmHsHh."CJaJmHsHh/hPjCJaJmHsHhPjCJaJmHsHh/h(STCJaJmHsHhRh(STCJaJmHsHh(STh(STCJaJmHsHhRhf_#CJaJmHsHhRhCJaJmHsHh(STCJaJmHsHh]Ohp7mHsHh/h/CJmHsH) 6 8 : _   ) * + , / ˼񡒡ˡxix^^^hRh;<CJaJhRh_CJaJmHsHhRh_CJaJhRh;<CJaJmHsHhRh{CJaJmHsHhRh{CJaJhwhw5CJaJmHsHhwhwCJaJmHsHhRheCJaJhPjCJaJmHsHhRhf_#CJaJmHsHhRheCJaJmHsH$/ 0 6 7 > @ B C J K M N O P a b j k t u v ׽sdUdhPjh{CJaJmHsHhRh{CJaJmHsHhwhw5CJaJmHsHhwhwCJaJmHsHhPjh~CJaJmHsHhPjhPj5CJaJmHsHhPjCJaJmHsHhRh~CJaJmHsHhRh;<CJaJhRh;<CJaJmHsHhRheCJaJhRheCJaJmHsH! &NPbdfh|~ X!Z!!!!!Ǹָָ֬|p|a|UhCJaJmHsHhRh?V CJaJmHsHh"CJaJmHsHhRhLCJaJmHsHUhRhTCJaJmHsHhwhw5CJaJmHsHhwCJaJmHsHhRh_CJaJmHsHhRh@F*CJaJmHsHhPjCJaJmHsHhRh{CJaJmHsHhPjh{CJaJmHsHOvaj fotokemijski pristup, ovisno o polo~aju heteroatoma u prstenu i strukturi po etnih spojeva, omoguuje nastajanje novih kompliciranih heteropolicikli kih struktura, koje se ina e klasi nim sintetskim postupkom mnogo te~e dobivaju.  EMBED ChemDraw.Document.6.0  [1] `kori, I., Basari, N., Marini, }., Vianjevac, A., Koji-Prodi B., `indler-Kulyk, M., Chem. Eur. J. 11 (2005) 543. [2] Ciorba, S.., Galiazzo, G., Mazzucato, U., `indler-Kulyk, M., `kori, I., Spalletti, A., J. Photochem. Photobiol. A 187 (2007) 325. [3] Vidakovi, D., `kori, I., Horvat, M., Marini, }., `indler-Kulyk, M., Tetrahedron 64 (2008) 3928. !!!""""" "("*"2"8":"@"L"R"T"Z"f"l"t"x"z""""""""""""""""""""""""##ɺhhQCJaJmHsHhhQCJaJhh,+CJaJhh,+CJaJmHsHh(STh,+CJaJmHsHh,+mHsHhjh)UjL h)CJUVaJhjhUhmHsH0#### $*$$$ܵhh."CJaJmHsHhPjCJaJmHsHhp7CJaJmHsHh'=gCJaJmHsHh."CJaJmHsHh,+CJaJmHsH21h:pt0`/ =!"#/ $/ % "Dd b  c $A? ?3"`?"!b[B' r!DZ@=!b[B' rctIHs!x] `TEҮ~d2 K $}(g+}.% +*.xEWt`@!(_ݯLd‘~ꫮ )RuϞt'@OWgwdA 1 77d.|9M@ @EQX:n( k=.]彦襪0X9Xx oS^\<^ۇگ4G1'D_q02ubɼ^7@8DtaK.wߴUHWMDֈt&y$K5xj< A#YY-ǧIGp.X.]u=10c^sp!q: _t?J]|K$IO19*2_o⫥Tg6}r-Ѿܾi%YItMi=e"%~R[HG5`< ޼dWWER@_6jd;mʲ.ǿܟCա(;I-Nd'.և8orJbl?YF+<էnڿz{Ϳ:^7(`E@>z?e3%T䃢E~yŋ1? o6k{\?rx9ܟ. 0|`Epy"0YD0&G\Of9m hbKYk#z_;ys)z 6p43N~7lF~~ ,YD6K=g~=\q:oÑEcs:+^ Ӂm~箭_]kgCߢM϶-8`+ cB`'v1tJ_| (^IϘ9bI~1*cC-^?CRXқ>%ňsWÿ:lכ}r%?_ßKu>8`'{V>7]Xa0C)L!G~iō+mxX <+6W?7[5q͖̯[W"OgߒLz.2e;V̹yƽޥ喼ƃ_l3uizǘwU~8F~?1qI,cgŚ4:cQwei~:cG|eu_- 8bāi4Ղf Et6)b]3$lzMY鲛t|ZgƾR}!>{зgbg)\a_%!sXoQv`'{!vKv2bةj%4Bw7I0M%uԿ?e~ Ͽ:^v qm,ￄ|PT7[0bicyicEOo.gU@zUOǏ+ONNj\x O] ;`_?AVIv)h<v1Tݦ>>HzWϚßg}axEqs+_M^5]6CE>(*^l 1oxbvy|h/;%e04܀͠xC?57X?'.`a9P~^~]E`>XJ{E:C~~>fpOge|.xwd)# ^܉ 1p|dF?V>-}b`"^ cN-^i;W䟠8-'h/{kc}p\_4LsTċ#u[N?_қ{EQe0➇I>0]<99VՈz+ؖf!3w->3L,2>3q(4Ղfd] X(/J]OZͻ'#\a_0ß>Zþ^uX| |nuVIKv r/u%2/  Ϳ]uxVv0xRVv͚i$/ΑYN͞陓ںiL=sf>sLjTwak3Κ83 sŲ5f9[KᛍRozD@_l1ƐEk`R -W{,`A]]{{aE38S#z!$Š]Dw{s9jW:hSмO)H2x(Vt< +uW2xA'w&%VA5YbAsd-?&Y,',˦wCeNaخ-=P4'~#X4b_)/EWqwڈIJLX  Bw{Pq%)񺸴!!4(]b\Ao\ Fw\ ?~(u8 ~h ΢}am^=`֫5mXnWxTw"10IJ9ĵ; nŹlpI 4 >?$%&'()*+,-./012356789:;<=@BCDEFGHIJKLRoot Entry  Fw/"Data "WordDocument4*ObjectPool /w/_1284284188!mA. //Ole ObjInfoCONTENTS#   Oh+'0 DP`lx    Fotokemija stilbenskih, kao i heterostilbenskih spojeva, radi svoje velike primjene i nastanka novih kompliciranijih struktura detaljno je istraživano područjeVjCD0100ChemDraw 8.0.3eMicrosoft Word - E:\Dragana\Kongresi\Hrvatski skup kemicara i kemijskih inenjera 2009\abstrakt.docRGw   { :;<   `  &sf x# $$$$J @@$ArialTimes New Romanx,, g{,, d'`&Lb33 $$Qw/,=9 7R 9 7S& 7T  U V 7W&F 7X $ 7Y$ 7ZF 7[&- \ F6 +7$220%9# `S]F6 +722#9# `S^- _B= 7`)9 7a"1 7b/90 7c/9: 7d&= 7e R jff RS g ST fkhh TU i UV hnjj V k TW l WX kom YZ rnn UZ o X[ p [\ q ]^ r Y^ s ]_ t _` suu `a v ^a rquw [b poxx bc y cd xzz \d fk81,L$a9l 7,L)at 7,L$a} ,?a} ,?at 7,L)aF 7,L$a ,?a ,?aF 7,L'a ,a ,a +7aƿa$># S,f aƤ 7,a9 7, a 7,0a, 7,0a, 7,L'a 7,2!a +7%aKa$l%># S,?a9l 7                    ,    ,  -          ,-           3 2~^#m  7#m  7$#-  7# # #- 7$# 7 # 7 #G 7 #G 7 $#  # # 7F#  +7V-# ` # ~# `S #  7 # 7-# 7-#  +7V1#X)#X 2 # `S$#  7# 7 ^     !  "  #  $^  %  &  '  "! (   #" )   # *   $ +  (#%% , & - ' . &(( /  ) 0  `"** 1 + 2 _ 3 +`` 4  @ 94wA1 0&h 6Bi'O 7C.X 8D0)L 9E)%P` :Fi^ ;G,& .h <H4?` =7I"G >7J)%= ?7K.9 @7L2)@ A7M:1q B7N(^w C7O'!,{q D+7%,3n ,3n-&t# `S +d V38n Z74p [+7 4YmC44YmT s# `SFh \7W ` ]7V ECD W FBD X GBE YY HCF XZ IEF [ JEG \ KCH ] LAH ^ MBI WX__ NIJ ` OJK _aa PKL c QAM d RGO e SMN cff TNO g UAG ]cd[ WF X XLD aVW ^  _  `  a  b ER;RG" &ChemDraw can't interpret this label. 1ER;uRG  &ChemDraw can't interpret this label. 2ER;RG 5&ChemDraw can't interpret this label. 3EמUR;uaURGמ[ Y&ChemDraw can't interpret this label. 4x& 2B80 $`q. YD! 2Bol D&&&mSȐ)yG@$ǢIt5mީ/}qlf4`qkf{ K@r§1æ~ ~ C 8Ln|( 2B$G&}FE=Fm&'2 f,i|J?ܹFd PVus{`,Mk8}.uo.q)Gh{+M1JA {M0y磻8 |}i2<׺9캰c|{O)вGnق|OO^GAZ JdAyGk[ e]!?AYbbA>,]$K$w,C q,?2&s$xI)%S&\~ gR\Gsyq䌀O,6'I}Vp?  Pl o ʐ䜀}7lp#`I{%H[4|aMhu2565'ȑ~M> G $D0kY'Drx?9Bd,\IP"eD,(Qr1No2 wHANdM m/:0)z7Rm.%{g]HP#O7{qurU?9A&O)TWCZ]Z̋t,{LWߛ*yAuHՙ/C&R! |ڈ0/I7IG;Up7/ RS@4,$QLsW%ZFvY@ AN0 $ FܵMR uM}!' 8-YX &qa i]n'qXͻ46FkF0ʢ?}O9wn,;Z6W]4hʐzi* C]i֧>'Lo! wWCА xN4"H I He2ҮC2AXd]C.qg4 ٫UmX qy;Sh bN*]zpaG?Ai%(Y%)\؟#(%۠ .4-(mmPԁ 7 J[AjPN'…#t#Ju!޷ҝ(.̀Nuւ rG?ܗ%ˤ^A{u~r"=*A'%;s9OGz?ׄй K,}QO-Wuq]I]Xl9Iuv Zg!s͗rjo,&(7;$; /3yhaf.ȸilV&2/ ,+H掮8511ߥOi6dɢɒ-!* ] 9f H?>qAv9=吡it!$ N 2 }L-)7WH+{wOY@.A HO0Ry!w/- MMJ!c_@ K҇ }-Bh㨛{k%`{+Ow Wkfg<\Ak&$ò:G,[QT]e[sUdbT%¬VB,;(&=eGHGXvRW'2S=?I9ej+<l6,1)ay3< ˡ$ l kʧhZqG2O#wiq #{ٵcpup|=.9H7'G]O}qv\/+ga(q {_[xqrV(OYO>blC9"v*˵Xlov)',wbS,",*gK@?&d+cq v,{38x^eo;냣;}qsz?XκwQXknx} ¹5H=[ #0"n$n=8Ǣ> =^*Ae\KIz-H$!. ~2u~U,B2Pp~Vò>@uG!nS~#Ho 5Mp"= ᶻ6֛Am37ulOGz=g?cـ18 !F_pqgp̴Y_ nTMq\p={Ͱ~7"o%  _d chw E+oVb à n͛(á=t"耻ۡ#tk / ^L7o.X ,.X qn..b0vF凈?zO[/\0 }p%P?~XO[ߣqAx)tVw;qBn.dU9RN\Tҥf,LYhzTi OW9]&'m~6Y3cojׄ;+5.X6O>wX尫IvJ+O`k V)G4n &lbXc1j?T{VɲVsdsF;0vg[!,7_7qwV]t txd7VWiM<ZtpW;ߛ? h] Ēy3lK|*< =[,)?Yqw 佞$^ݲ{dm14Qbc?SxLu1CVKf0c~#\oBx3PǡkAp3T0`ƣ|c' as1Ȳ R]=-EdR z"҃E z"2 nkoլWg;kUf}f wpǾ.w;߰ ʲ@ lJ{<=}(RwVk`)7e-!*񣸤`@27eYCbr3KL;hpfŦ-?DGxFUoAP PFAP .WV '.' iDjf^m࿅OkNj%#pYt\HTN5Y\ Z<}_{9x8^o> &95 Ǻs~|7P@8JoZױ-ZZ_6oO|/{s,=Asgݶ>xzr0۲goAؒչSk5af,:~/wd?}80Ɯt7ӜYyugfNYo=#pF[+1浪C 1OpZMosoyHqN3}֌p7LHv[hޘqJOɔW:+^.$H,o 6MW0W1{g|g}Y0uFefk )E&;8{?Q@˯\51TableASummaryInformation( <DocumentSummaryInformation8 CompObjqDragana Normal.dotDragana8Microsoft Office Word@q@8Y(@t/՜.+,0 hp|  j  Fotokemija stilbenskih, kao i heterostilbenskih spojeva, radi svoje velike primjene i nastanka novih kompliciranijih struktura detaljno je istraživano područje Title  FMicrosoft Office Word Document MSWordDocWord.Document.89q@@@ NormalCJ_HaJmH sH tH DAD Default Paragraph FontRiR  Table Normal4 l4a (k(No List*'8yz0145XYZ000000000000000^ ) / !#$ $ $ 5TV:8@0(  B S  ? $]n*8   ),/067>@BCJPabjkt(5=v^biov|  )2;=Fms&'78xz/13YiYZ3'z=ZU ]p:uS2h^h`5o(. ^`hH. TL^T`LhH. $ ^$ `hH.  ^ `hH. L^`LhH. ^`hH. d^d`hH. 4L^4`LhH. h^h`o(hH. ^`hH. pLp^p`LhH. @ @ ^@ `hH. ^`hH. L^`LhH. ^`hH. ^`hH. PLP^P`LhH.U uSZS?                 %$H bww]O?V f_#@F*/# K(STt0`y`e'=gk>v{Q_c1Xp7,+~)e."TPjLR;<"q=B@ @I@@ @@@@ UnknownGz Times New Roman5Symbol3& z Arial"qh:Fʆ  !/ 24 2qHX)?2Fotokemija stilbenskih, kao i heterostilbenskih spojeva, radi svoje velike primjene i nastanka novih kompliciranijih struktura detaljno je istra~ivano podru jeDraganaDragana