id sid tid token lemma pos 4m90dv15v3z 1 1 this this DET 4m90dv15v3z 1 2 dissertation dissertation NOUN 4m90dv15v3z 1 3 describes describe VERB 4m90dv15v3z 1 4 an an DET 4m90dv15v3z 1 5 acceleration acceleration NOUN 4m90dv15v3z 1 6 of of ADP 4m90dv15v3z 1 7 the the DET 4m90dv15v3z 1 8 menshutkin menshutkin ADJ 4m90dv15v3z 1 9 reaction reaction NOUN 4m90dv15v3z 1 10 , , PUNCT 4m90dv15v3z 1 11 a a DET 4m90dv15v3z 1 12 distortion distortion NOUN 4m90dv15v3z 1 13 of of ADP 4m90dv15v3z 1 14 halide halide NOUN 4m90dv15v3z 1 15 leaving leave VERB 4m90dv15v3z 1 16 group group NOUN 4m90dv15v3z 1 17 order order NOUN 4m90dv15v3z 1 18 , , PUNCT 4m90dv15v3z 1 19 and and CCONJ 4m90dv15v3z 1 20 fluorescence fluorescence ADJ 4m90dv15v3z 1 21 sensing sense VERB 4m90dv15v3z 1 22 of of ADP 4m90dv15v3z 1 23 chloroalkanes chloroalkane NOUN 4m90dv15v3z 1 24 . . PUNCT 4m90dv15v3z 2 1 the the DET 4m90dv15v3z 2 2 first first ADJ 4m90dv15v3z 2 3 section section NOUN 4m90dv15v3z 2 4 is be AUX 4m90dv15v3z 2 5 the the DET 4m90dv15v3z 2 6 unprecedentedly unprecedentedly ADV 4m90dv15v3z 2 7 accelerated accelerate VERB 4m90dv15v3z 2 8 menshutkin menshutkin ADJ 4m90dv15v3z 2 9 reaction reaction NOUN 4m90dv15v3z 2 10 of of ADP 4m90dv15v3z 2 11 new new ADJ 4m90dv15v3z 2 12 designed design VERB 4m90dv15v3z 2 13 macrocyclic macrocyclic NOUN 4m90dv15v3z 2 14 amines amine NOUN 4m90dv15v3z 2 15 with with ADP 4m90dv15v3z 2 16 haloalkanes haloalkane NOUN 4m90dv15v3z 2 17 . . PUNCT 4m90dv15v3z 3 1 when when SCONJ 4m90dv15v3z 3 2 methylene methylene PROPN 4m90dv15v3z 3 3 chloride chloride PROPN 4m90dv15v3z 3 4 is be AUX 4m90dv15v3z 3 5 the the DET 4m90dv15v3z 3 6 solvent solvent NOUN 4m90dv15v3z 3 7 , , PUNCT 4m90dv15v3z 3 8 the the DET 4m90dv15v3z 3 9 reaction reaction NOUN 4m90dv15v3z 3 10 exhibits exhibit NOUN 4m90dv15v3z 3 11 pseudo pseudo NOUN 4m90dv15v3z 3 12 first first ADJ 4m90dv15v3z 3 13 order order NOUN 4m90dv15v3z 3 14 kinetics kinetic NOUN 4m90dv15v3z 3 15 , , PUNCT 4m90dv15v3z 3 16 and and CCONJ 4m90dv15v3z 3 17 the the DET 4m90dv15v3z 3 18 reaction reaction NOUN 4m90dv15v3z 3 19 half half ADJ 4m90dv15v3z 3 20 - - PUNCT 4m90dv15v3z 3 21 life life NOUN 4m90dv15v3z 3 22 at at ADP 4m90dv15v3z 3 23 25 25 NUM 4m90dv15v3z 3 24 ìâå¡c ìâå¡c NUM 4m90dv15v3z 3 25 is be AUX 4m90dv15v3z 3 26 2.0 2.0 NUM 4m90dv15v3z 3 27 min min NOUN 4m90dv15v3z 3 28 . . PUNCT 4m90dv15v3z 4 1 the the DET 4m90dv15v3z 4 2 reaction reaction NOUN 4m90dv15v3z 4 3 half half ADJ 4m90dv15v3z 4 4 - - PUNCT 4m90dv15v3z 4 5 life life NOUN 4m90dv15v3z 4 6 for for ADP 4m90dv15v3z 4 7 a a DET 4m90dv15v3z 4 8 structurally structurally ADV 4m90dv15v3z 4 9 related relate VERB 4m90dv15v3z 4 10 acyclic acyclic NOUN 4m90dv15v3z 4 11 amine amine NOUN 4m90dv15v3z 4 12 is be AUX 4m90dv15v3z 4 13 approximately approximately ADV 4m90dv15v3z 4 14 50,000 50,000 NUM 4m90dv15v3z 4 15 times time NOUN 4m90dv15v3z 4 16 longer long ADV 4m90dv15v3z 4 17 . . PUNCT 4m90dv15v3z 5 1 the the DET 4m90dv15v3z 5 2 second second ADJ 4m90dv15v3z 5 3 section section NOUN 4m90dv15v3z 5 4 demonstrates demonstrate VERB 4m90dv15v3z 5 5 a a DET 4m90dv15v3z 5 6 major major ADJ 4m90dv15v3z 5 7 distortion distortion NOUN 4m90dv15v3z 5 8 of of ADP 4m90dv15v3z 5 9 the the DET 4m90dv15v3z 5 10 halide halide NOUN 4m90dv15v3z 5 11 leaving leave VERB 4m90dv15v3z 5 12 group group NOUN 4m90dv15v3z 5 13 order order NOUN 4m90dv15v3z 5 14 . . PUNCT 4m90dv15v3z 6 1 for for ADP 4m90dv15v3z 6 2 example example NOUN 4m90dv15v3z 6 3 , , PUNCT 4m90dv15v3z 6 4 with with SCONJ 4m90dv15v3z 6 5 benzyl benzyl NOUN 4m90dv15v3z 6 6 halides halide VERB 4m90dv15v3z 6 7 the the DET 4m90dv15v3z 6 8 relative relative ADJ 4m90dv15v3z 6 9 leaving leave VERB 4m90dv15v3z 6 10 group group NOUN 4m90dv15v3z 6 11 order order NOUN 4m90dv15v3z 6 12 with with ADP 4m90dv15v3z 6 13 a a DET 4m90dv15v3z 6 14 control control NOUN 4m90dv15v3z 6 15 amine amine NOUN 4m90dv15v3z 6 16 is be AUX 4m90dv15v3z 6 17 cl cl PROPN 4m90dv15v3z 6 18 ( ( PUNCT 4m90dv15v3z 6 19 1.0 1.0 NUM 4m90dv15v3z 6 20 ) ) PUNCT 4m90dv15v3z 7 1 < < X 4m90dv15v3z 7 2 br br PROPN 4m90dv15v3z 7 3 ( ( PUNCT 4m90dv15v3z 7 4 71 71 NUM 4m90dv15v3z 7 5 ) ) PUNCT 4m90dv15v3z 7 6 < < X 4m90dv15v3z 7 7 i i PRON 4m90dv15v3z 7 8 ( ( PUNCT 4m90dv15v3z 7 9 160 160 NUM 4m90dv15v3z 7 10 ) ) PUNCT 4m90dv15v3z 7 11 , , PUNCT 4m90dv15v3z 7 12 whereas whereas SCONJ 4m90dv15v3z 7 13 the the DET 4m90dv15v3z 7 14 leaving leave VERB 4m90dv15v3z 7 15 group group NOUN 4m90dv15v3z 7 16 order order NOUN 4m90dv15v3z 7 17 with with ADP 4m90dv15v3z 7 18 the the DET 4m90dv15v3z 7 19 macrocyclic macrocyclic NOUN 4m90dv15v3z 7 20 amine amine NOUN 4m90dv15v3z 7 21 is be AUX 4m90dv15v3z 7 22 i i PRON 4m90dv15v3z 7 23 ( ( PUNCT 4m90dv15v3z 7 24 0.4 0.4 NUM 4m90dv15v3z 7 25 ) ) PUNCT 4m90dv15v3z 7 26 < < X 4m90dv15v3z 7 27 cl cl PROPN 4m90dv15v3z 7 28 ( ( PUNCT 4m90dv15v3z 7 29 1.0 1.0 NUM 4m90dv15v3z 7 30 ) ) PUNCT 4m90dv15v3z 7 31 < < X 4m90dv15v3z 8 1 br br PROPN 4m90dv15v3z 8 2 ( ( PUNCT 4m90dv15v3z 8 3 8.5 8.5 NUM 4m90dv15v3z 8 4 ) ) PUNCT 4m90dv15v3z 8 5 . . PUNCT 4m90dv15v3z 9 1 enzyme enzyme NOUN 4m90dv15v3z 9 2 - - PUNCT 4m90dv15v3z 9 3 like like ADJ 4m90dv15v3z 9 4 mechanistic mechanistic ADJ 4m90dv15v3z 9 5 studies study NOUN 4m90dv15v3z 9 6 indicate indicate VERB 4m90dv15v3z 9 7 that that SCONJ 4m90dv15v3z 9 8 haloalkanes haloalkane NOUN 4m90dv15v3z 9 9 associate associate VERB 4m90dv15v3z 9 10 with with ADP 4m90dv15v3z 9 11 the the DET 4m90dv15v3z 9 12 macrocycle macrocycle NOUN 4m90dv15v3z 9 13 to to PART 4m90dv15v3z 9 14 form form VERB 4m90dv15v3z 9 15 an an DET 4m90dv15v3z 9 16 activated activate VERB 4m90dv15v3z 9 17 pre pre ADJ 4m90dv15v3z 9 18 - - ADJ 4m90dv15v3z 9 19 reaction reaction ADJ 4m90dv15v3z 9 20 complex complex NOUN 4m90dv15v3z 9 21 . . PUNCT 4m90dv15v3z 10 1 the the DET 4m90dv15v3z 10 2 macrocyclic macrocyclic NOUN 4m90dv15v3z 10 3 nitrogen nitrogen NOUN 4m90dv15v3z 10 4 subsequently subsequently ADV 4m90dv15v3z 10 5 attacks attack VERB 4m90dv15v3z 10 6 the the DET 4m90dv15v3z 10 7 haloalkanes haloalkane NOUN 4m90dv15v3z 10 8 with with ADP 4m90dv15v3z 10 9 a a DET 4m90dv15v3z 10 10 classic classic ADJ 4m90dv15v3z 10 11 sn2 sn2 PROPN 4m90dv15v3z 10 12 trajectory trajectory NOUN 4m90dv15v3z 10 13 , , PUNCT 4m90dv15v3z 10 14 and and CCONJ 4m90dv15v3z 10 15 although although SCONJ 4m90dv15v3z 10 16 the the DET 4m90dv15v3z 10 17 carbon carbon NOUN 4m90dv15v3z 10 18 - - PUNCT 4m90dv15v3z 10 19 chlorine chlorine NOUN 4m90dv15v3z 10 20 bond bond NOUN 4m90dv15v3z 10 21 breaks break NOUN 4m90dv15v3z 10 22 , , PUNCT 4m90dv15v3z 10 23 the the DET 4m90dv15v3z 10 24 chloride chloride NOUN 4m90dv15v3z 10 25 leaving leave VERB 4m90dv15v3z 10 26 group group NOUN 4m90dv15v3z 10 27 does do AUX 4m90dv15v3z 10 28 not not PART 4m90dv15v3z 10 29 separate separate VERB 4m90dv15v3z 10 30 from from ADP 4m90dv15v3z 10 31 the the DET 4m90dv15v3z 10 32 newly newly ADV 4m90dv15v3z 10 33 formed form VERB 4m90dv15v3z 10 34 cationic cationic ADJ 4m90dv15v3z 10 35 macrocycle macrocycle NOUN 4m90dv15v3z 10 36 , , PUNCT 4m90dv15v3z 10 37 such such ADJ 4m90dv15v3z 10 38 that that SCONJ 4m90dv15v3z 10 39 the the DET 4m90dv15v3z 10 40 product product NOUN 4m90dv15v3z 10 41 is be AUX 4m90dv15v3z 10 42 a a DET 4m90dv15v3z 10 43 tightly tightly ADV 4m90dv15v3z 10 44 associated associate VERB 4m90dv15v3z 10 45 ion ion NOUN 4m90dv15v3z 10 46 - - PUNCT 4m90dv15v3z 10 47 pair pair NOUN 4m90dv15v3z 10 48 . . PUNCT 4m90dv15v3z 11 1 in in ADP 4m90dv15v3z 11 2 additon additon PROPN 4m90dv15v3z 11 3 , , PUNCT 4m90dv15v3z 11 4 the the DET 4m90dv15v3z 11 5 free free ADJ 4m90dv15v3z 11 6 energy energy NOUN 4m90dv15v3z 11 7 of of ADP 4m90dv15v3z 11 8 activation activation NOUN 4m90dv15v3z 11 9 is be AUX 4m90dv15v3z 11 10 selectively selectively ADV 4m90dv15v3z 11 11 decreased decrease VERB 4m90dv15v3z 11 12 for for ADP 4m90dv15v3z 11 13 organohalides organohalide NOUN 4m90dv15v3z 11 14 having have VERB 4m90dv15v3z 11 15 smaller small ADJ 4m90dv15v3z 11 16 and and CCONJ 4m90dv15v3z 11 17 more more ADV 4m90dv15v3z 11 18 charge charge NOUN 4m90dv15v3z 11 19 dense dense ADJ 4m90dv15v3z 11 20 leaving leave VERB 4m90dv15v3z 11 21 groups group NOUN 4m90dv15v3z 11 22 . . PUNCT 4m90dv15v3z 12 1 likely likely ADJ 4m90dv15v3z 12 2 reasons reason NOUN 4m90dv15v3z 12 3 for for ADP 4m90dv15v3z 12 4 this this DET 4m90dv15v3z 12 5 selective selective ADJ 4m90dv15v3z 12 6 enhancement enhancement NOUN 4m90dv15v3z 12 7 effect effect NOUN 4m90dv15v3z 12 8 are be AUX 4m90dv15v3z 12 9 : : PUNCT 4m90dv15v3z 12 10 ( ( PUNCT 4m90dv15v3z 12 11 a a X 4m90dv15v3z 12 12 ) ) PUNCT 4m90dv15v3z 12 13 increased increase VERB 4m90dv15v3z 12 14 transition transition NOUN 4m90dv15v3z 12 15 - - PUNCT 4m90dv15v3z 12 16 state state NOUN 4m90dv15v3z 12 17 stabilization stabilization NOUN 4m90dv15v3z 12 18 due due ADP 4m90dv15v3z 12 19 to to ADP 4m90dv15v3z 12 20 hydrogen hydrogen NOUN 4m90dv15v3z 12 21 bonding bonding NOUN 4m90dv15v3z 12 22 in in ADP 4m90dv15v3z 12 23 the the DET 4m90dv15v3z 12 24 macrocyclic macrocyclic NOUN 4m90dv15v3z 12 25 pocket pocket NOUN 4m90dv15v3z 12 26 and and CCONJ 4m90dv15v3z 12 27 ( ( PUNCT 4m90dv15v3z 12 28 b b X 4m90dv15v3z 12 29 ) ) PUNCT 4m90dv15v3z 12 30 reduced reduce VERB 4m90dv15v3z 12 31 entropic entropic ADJ 4m90dv15v3z 12 32 penalty penalty NOUN 4m90dv15v3z 12 33 in in ADP 4m90dv15v3z 12 34 the the DET 4m90dv15v3z 12 35 transition transition NOUN 4m90dv15v3z 12 36 state state NOUN 4m90dv15v3z 12 37 due due ADP 4m90dv15v3z 12 38 to to ADP 4m90dv15v3z 12 39 an an DET 4m90dv15v3z 12 40 increased increase VERB 4m90dv15v3z 12 41 fraction fraction NOUN 4m90dv15v3z 12 42 of of ADP 4m90dv15v3z 12 43 pre pre ADJ 4m90dv15v3z 12 44 - - ADJ 4m90dv15v3z 12 45 reaction reaction ADJ 4m90dv15v3z 12 46 complexes complex NOUN 4m90dv15v3z 12 47 that that PRON 4m90dv15v3z 12 48 are be AUX 4m90dv15v3z 12 49 oriented orient VERB 4m90dv15v3z 12 50 in in ADP 4m90dv15v3z 12 51 a a DET 4m90dv15v3z 12 52 near near ADJ 4m90dv15v3z 12 53 attack attack NOUN 4m90dv15v3z 12 54 conformation conformation NOUN 4m90dv15v3z 12 55 . . PUNCT 4m90dv15v3z 13 1 the the DET 4m90dv15v3z 13 2 last last ADJ 4m90dv15v3z 13 3 portion portion NOUN 4m90dv15v3z 13 4 of of ADP 4m90dv15v3z 13 5 this this DET 4m90dv15v3z 13 6 dissertation dissertation NOUN 4m90dv15v3z 13 7 describes describe VERB 4m90dv15v3z 13 8 as as ADP 4m90dv15v3z 13 9 pet pet ADJ 4m90dv15v3z 13 10 fluorescent fluorescent NOUN 4m90dv15v3z 13 11 sensors sensor NOUN 4m90dv15v3z 13 12 two two NUM 4m90dv15v3z 13 13 structurally structurally ADV 4m90dv15v3z 13 14 related relate VERB 4m90dv15v3z 13 15 macrocyclic macrocyclic NOUN 4m90dv15v3z 13 16 amines amine NOUN 4m90dv15v3z 13 17 with with ADP 4m90dv15v3z 13 18 naphthalene naphthalene NOUN 4m90dv15v3z 13 19 groups group NOUN 4m90dv15v3z 13 20 for for ADP 4m90dv15v3z 13 21 reactive reactive ADJ 4m90dv15v3z 13 22 chloroalkanes chloroalkane NOUN 4m90dv15v3z 13 23 , , PUNCT 4m90dv15v3z 13 24 including include VERB 4m90dv15v3z 13 25 the the DET 4m90dv15v3z 13 26 common common ADJ 4m90dv15v3z 13 27 industrial industrial ADJ 4m90dv15v3z 13 28 solvent solvent PROPN 4m90dv15v3z 13 29 methylene methylene NOUN 4m90dv15v3z 13 30 chloride chloride PROPN 4m90dv15v3z 13 31 and and CCONJ 4m90dv15v3z 13 32 carcinogenic carcinogenic PROPN 4m90dv15v3z 13 33 chloromethyl chloromethyl NOUN 4m90dv15v3z 13 34 methylether methylether ADV 4m90dv15v3z 13 35 . . PUNCT