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decisive factor obtaining high yields selectivities organic synthesis choice proper solvent solvent selection often guided intuitive understanding transition statesolvent interactions however quantummechanical tunneling significantly contribute chemical reactions circumventing transition state thus depriving chemists intuitive handle reaction kinetics account aim provide rationales effects solvation tunneling reactions derived experiments performed cryogenic matricesthe tunneling reactions analyzed cover broad range prototypical organic transformations subject strong solvation effects examples hydrogen tunneling probability cistrans isomerization formic acid strongly reduced upon formation hydrogenbonded complexes 12hshift methylhydroxycarbene change product selectivity predicted upon interaction hydrogen bond acceptorsnot hydrogen also heavy atom tunneling exhibit strong solvent effects direction nearly degenerate valence tautomerization benzene oxide oxepin found reverse upon formation halogen hydrogen bond icf3 h2o even absence strong noncovalent interactions hydrogen halogen bonding solvation decisive effect tunneling evidenced cope rearrangement semibullvalenes via heavyatom tunneling quantum tunneling catalyzed acceleration ring expansion 1hbicyclo310hexa35dien2one complexation lewis acids provides proofofconcept tunneling catalysistwo concepts central explanation prediction solvation effects tunneling phenomena simple approach expands bornoppenheimer approximation separating nuclear degrees freedom intra intermolecular degrees intermolecular movements represent slowest motions within molecular aggregates thus effectively freezing position solvent relation reactant tunneling process another useful approach treat reactants products separate singlewell potentials intersection represents transition state thus stabilization reactants via solvation result increase barrier heights widths turn lowers tunneling probabilities simple models predict trends tunneling kinetics provide rational basis controlling tunneling reactions via solvation