Synthesis of photolabile molecular systems based on lithiodithiane addition to carbonyl
compounds is described. Dithianes of the spiro structure, e. g., 2,4,8,10-tetrathiaspiro[5.5]undecane
and 2,4-dithia-8,10-dioxaspiro[5.5]undecane are utilized as tethers, thus allowing
for a modular approach to building a diverse set of photocleavable molecules. A variety
of carbonyl compounds ranging from simple substituted benzaldehydes to formylated
benzocrown ethers, carbohydrates or calixarenes are found to be suitable for this
chemistry.
photolabile molecular hosts - photoinduced electron transfer - dithiane - 2,4,8,10-tetrathiaspiro[5.5]undecane
- 2,4-dithia-8,10-dioxaspiro[5.5]undecane - calix[4]arene - benzocrown ether - ribofuranose
- glucopyranose - galactopyranose
