Abstract
Photochemistry, bearing significant applications in natural and man-made events such as photosynthesis, vision, photolithography, photodynamic therapy, etc., is yet to become a common tool during the synthesis of small molecules in a laboratory. Among other rationale, the inability to influence photochemical reactions with temperature, solvent, additives, etc., dissuades chemists from employing light-initiated reactions as a routine synthetic tool. This review highlights how diverse, highly organized structures such as solvent-free crystals and water-soluble host-guest assemblies can be employed to control and manipulate photoreactions and thereby serve as an efficient tool for chemists, including those interested in synthesis. The efficacy of the media in modifying the excited-state behavior of organic molecules is illustrated with photocycloaddition in general and [2 + 2] photocycloaddition in particular, reactions widely employed in the synthesis of complex natural products as well as highly constrained molecules, as exemplars. The reaction media, highly pertinent in the context of green sustainable chemistry, include solvent-free crystals and solids such as silica, clay, and zeolite and water-soluble hosts that can solubilize and preorganize hydrophobic reactants in water. Since no other reagent would be more sustainable than light and no other medium greener than water, we believe that the supramolecular photochemistry expounded here has a momentous role as a synthetic tool in the future.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 9914-9993 |
| Number of pages | 80 |
| Journal | Chemical Reviews |
| Volume | 116 |
| Issue number | 17 |
| DOIs | |
| State | Published - Sep 14 2016 |
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ASJC Scopus subject areas
- Chemistry(all)
Cite this
Supramolecular Photochemistry as a Potential Synthetic Tool : Photocycloaddition. / Ramamurthy, Vaidhyanathan; Sivaguru, Jayaraman.
In: Chemical Reviews, Vol. 116, No. 17, 14.09.2016, p. 9914-9993.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Supramolecular Photochemistry as a Potential Synthetic Tool
T2 - Photocycloaddition
AU - Ramamurthy, Vaidhyanathan
AU - Sivaguru, Jayaraman
PY - 2016/9/14
Y1 - 2016/9/14
N2 - Photochemistry, bearing significant applications in natural and man-made events such as photosynthesis, vision, photolithography, photodynamic therapy, etc., is yet to become a common tool during the synthesis of small molecules in a laboratory. Among other rationale, the inability to influence photochemical reactions with temperature, solvent, additives, etc., dissuades chemists from employing light-initiated reactions as a routine synthetic tool. This review highlights how diverse, highly organized structures such as solvent-free crystals and water-soluble host-guest assemblies can be employed to control and manipulate photoreactions and thereby serve as an efficient tool for chemists, including those interested in synthesis. The efficacy of the media in modifying the excited-state behavior of organic molecules is illustrated with photocycloaddition in general and [2 + 2] photocycloaddition in particular, reactions widely employed in the synthesis of complex natural products as well as highly constrained molecules, as exemplars. The reaction media, highly pertinent in the context of green sustainable chemistry, include solvent-free crystals and solids such as silica, clay, and zeolite and water-soluble hosts that can solubilize and preorganize hydrophobic reactants in water. Since no other reagent would be more sustainable than light and no other medium greener than water, we believe that the supramolecular photochemistry expounded here has a momentous role as a synthetic tool in the future.
AB - Photochemistry, bearing significant applications in natural and man-made events such as photosynthesis, vision, photolithography, photodynamic therapy, etc., is yet to become a common tool during the synthesis of small molecules in a laboratory. Among other rationale, the inability to influence photochemical reactions with temperature, solvent, additives, etc., dissuades chemists from employing light-initiated reactions as a routine synthetic tool. This review highlights how diverse, highly organized structures such as solvent-free crystals and water-soluble host-guest assemblies can be employed to control and manipulate photoreactions and thereby serve as an efficient tool for chemists, including those interested in synthesis. The efficacy of the media in modifying the excited-state behavior of organic molecules is illustrated with photocycloaddition in general and [2 + 2] photocycloaddition in particular, reactions widely employed in the synthesis of complex natural products as well as highly constrained molecules, as exemplars. The reaction media, highly pertinent in the context of green sustainable chemistry, include solvent-free crystals and solids such as silica, clay, and zeolite and water-soluble hosts that can solubilize and preorganize hydrophobic reactants in water. Since no other reagent would be more sustainable than light and no other medium greener than water, we believe that the supramolecular photochemistry expounded here has a momentous role as a synthetic tool in the future.
UR - http://www.scopus.com/inward/record.url?scp=84987932388&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=84987932388&partnerID=8YFLogxK
U2 - 10.1021/acs.chemrev.6b00040
DO - 10.1021/acs.chemrev.6b00040
M3 - Article
C2 - 27254154
AN - SCOPUS:84987932388
VL - 116
SP - 9914
EP - 9993
JO - Chemical Reviews
JF - Chemical Reviews
SN - 0009-2665
IS - 17
ER -