Useful Protocols

• General and reliable initiation for Grignard reagent preparation

• Facile preparation of ArZnX in MeCN (no RLi or RMgX needed)

• Acid activation of Zn powder
  (good for Reformatsky, ArZnX prep above) , lasts ages if stored under N2 in dessicator

• Stahl-Hoover oxidation (alcohol to aldehyde or ketone)
  honestly a modern standard for extremely broadly useful reactions. Use in places you might’ve otherwise opted for DMP or PCC

• Friedel-Crafts arene halogenation without FeX3/AlX3
  Update for electon-poor arenes

• Preparing a-substituted acrylates via Trost umpolung
  Just a really good reaction. Works with lots of protected N-equivalents, N-heterocycles, and tolerates a bunch of different types of propiolates

• Prep and user guide for SmI2 generation

• Guide on proper usage of AcrosSeal bottles and Lithiation/Borylation from the Aggarwal group

Useful reagents/groups

• 4-cyanobenzenesulfonyl protecting group
  (same deprotection as Ns, but no nitro issues)

• NaDA (sodium diisopropylamide) see pg 15 of SI

• Aryl zinc pivalates as convenient nucleophilic reagents (1)

• Tces (trichloroethoxysulfonyl) protecting group for amines and N-heterocycles
  Prep of TcesCl (see SI pg S22)
  Removal w/ Zn/AcOH (see also: Troc)

Useful data tables

• Compilation of ground and excited state redox properties and triplet energies of photocatalysts (Teets)

• Redox potentials of carbanions and BDEs

• Redox potentials of common carbon-centered radicals

Resource Links

• NMR Solvent Peak Locations

• TLC Solvent Strength translator
  Tool to let you figure out if mixtures of different solvents are of comparable polarity (ex. What % Et2O in hexane ~~ 10% EtOAc in hexane)

• Bond-Dissociation Energy estimator
  Input SMILES of structure, get out BDEs for the bonds