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Curved Arrow Mechanisms: Lewis & Bronsted Acids/Bases Explained

School
Arizona State University, Tempe**We aren't endorsed by this school
Course
CHM 234
Subject
Chemistry
Date
Dec 12, 2024
Pages
8
Uploaded by DoctorFlagKoala29
Give a curved arrow-pushing mechanism for the following reaction, indicate the Lewis and Bronsted acids/bases for each INTERmolecular step, include all important resonance contributors for intermediates, give the number of steps in your mechanism, indicate the Lewis and Brionsted acids/bases for each INTERmolecular step, show where every proton comes from and goes to (no +H*/-H*), add H atoms and non-bonding electrons as necessary Q Mf 0 or 0B LREB ] VO oy e () iad G vl LA [BA aad- é
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B nahawino OF st Give a curved arrow-pushing mechanism of formation of the intermediate imine structure, you can use the abbreviated +H+/-H+ notation here 0! MeNH,/HCI (cat.) M 5 e cal. /\)l\ e /\)l\ mnl
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@ N V\ O ' \W@/I\%OV o’g )@ ' = > Ph™ 7/ Pl { L0 / ./
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Give curved arrow-pushing mechanisms for the following reactions. Indicate the Lewis acid and base and Bronsted acid and base at each step as appropriate. Show where every proton comes from and goes to (i.e. no +H+ and -H+). The first reaction is a transesterification (we mentioned this in class but did not really cover it properly, until now!). Transesterification transforms one ester into another, as shown. SN :0: o} Na*/OMe/MeOH b 2 \)L.o./\ O“" > \)L..O,./ + Na
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Tnos Al M T X Uy oy L AT ; o H 05 Pyt 1 ‘HO?V&”":L TN VT Mt g o)t ey l T how G! " ™d E‘f\/\/ NN "'swsiueyoaw (Buiysnd moue) Aue moys jou o ‘spunodwo? ajelpausjul Juepoduwi JO S8INJONUS 8y} Pue ‘suonipuod pue sjuabeas moys ‘Yol ay) uo punodwo? Buiue)s ay) wolj Jybu ay) uo puodwo? Jabie) ay) azisayjuAs pjnom noA moy moys
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For the following reaction: a) give the arrow pushing for provided cycloaddition reaction b) give the number of electrons involved in the reaction c) state whether the ALLOWED cycloaddition reaction would proceed via 2 or a Mobius Fansition state tate whether the ALLOWED cycloaddition reaction would proceed via an aromatic or an artiaromatic transition state e) state whether the ALLOWED cycloaddition reaction would proceed via a suprafacial/suprafacial or suprafacial/antarafacial reaction f) draw the allowed ct of the reaction, indicate any chiral centers and state whether a solution of the product we > ' W & lMJMSL' Lot MO& L
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Which represents the best sequence of reagents to perform the following transformation? Work out each reacti Pl OH L/ LLALYy L \{-50" W/\,®« M uence on paper to decide. 1. azcr207lH2804l H20 ) by A% \11’0" Q\\ ’”\,_V/ ~H
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