lect_12 - CONFIGURATION ANALYSIS: Js 1. H 3.5 - H2 = 12.2...

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LECTURE 12 APPLYING J’s TO: (1) MAKE ASSIGNMENTS (2) ANALYZE STRUCTURES
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TRANSLATING PEAKS INTO J’s & STEREOSTRUCTURE
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WHY EIGHT PEAKS AT 19 F?
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At 19 F = (2)(1)(7/2) + 1 = 8
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WHY SO MANY VINYL H PEAKS ?
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13 C Hb Hb H Ha WHY SO MANY PEAKS?
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H H OCH 3 D H OCH 3 2 Hz 4.1 δ J HH γ H J HD γ D = = 6.494 USING HETERONUCLEAR J’S
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USING HETERONUCLEAR J’s Pg 129
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H H OCH 3 D H OCH 3 1.84 Hz 4.1 δ J HH γ H J HD γ D = = 6.494 J HH = J HD ( γ H / γ D ) = (1.84)(6.514) = 11.94 H H H D OCH 3 OCH 3
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FACTORS CONTROLLING J’s 1) # OF INTERVENING BONDS (1,2,3,4, etc) 2) e - DENSITY 3) ANGLE H -C-C H -C-C-H H -C-C-C H -C-C-C-H 4) BOND HYBRIDIZATION 5) ELECTRONEGATIVTY OF ATOMS ALONG PATH
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Pg 136 Pg 137 Pg 139
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Pg 142-143
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P 130
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CONFIGURATION ANALYSIS: J’s JOC 1999, 64, 866
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CONFIGURATION ANALYSIS: J’s
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Unformatted text preview: CONFIGURATION ANALYSIS: Js 1. H 3.5 - H2 = 12.2 Hz Conc. H1 = AX 2. H2 H3 = 2.7 Hz Conc. H3 = EQ Conc. H1 = AX 3. H3 H4 = 3.0 Hz H4 H5 = 1.5 nOe H4 H5 Conc. H3 = EQ Conc. H4ea/H5ax H4ea/H5eq H4ex/H5eq Conc. H4ea/H5ax Conc. H4ea/H5ax Conc. H4ea/H5ax SUMMARY 1. Measuring Js: #pks = 2nI+1. 2. J ratios = gryo ratios (pg 129) CH-CH CH-CD decoupling. 3. Sign of Js from simulation or COSY-45. 4. Five factors control J- magnitude. D.A. is most important. 5. Assigning spectra = deducing J values systematic approach is best....
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lect_12 - CONFIGURATION ANALYSIS: Js 1. H 3.5 - H2 = 12.2...

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