Efficient one-pot synthesis of (anthracen-9-yl)methyl sulfane derivatives

Gopalakrishnan, Reshma; Jacob, Jomon P.; Chirakandathil, Ranjith; Unnikrishnan, Perupparampil A.; Prathapan, Sreedharan

doi:10.1080/23312009.2015.1033820

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“…57,58 For the present investigation, we selected six (anthracen-9-yl)methyl sulfides 1a-f (Chart 1) having different steric and electronic environments around the sulfur atom.…”

Section: Resultsmentioning

confidence: 99%

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(Anthracen-9-yl)methyl sulfides as a mechanistic probe for chemical as well as photochemical electron-transfer reactions

Gopalakrishnan¹,

Jacob²,

Moideen³

et al. 2015

Arkivoc

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We have examined the intermediacy of sulfur-centred radical cations in the one-electron oxidation of (anthracen-9-yl)methyl sulfides. Reaction of (anthracen-9-yl)methyl sulfides with ceric ammonium nitrate (CAN) gave predominantly nitration and oxidation products along with products arising through sulfur-centred radical cations in minor amounts. Upon irradiation, (anthracen-9-yl)methyl sulfides underwent efficient intramolecular single electron transfer leading to a variety of products arising through the intermediacy of sulfur-centred radical cations.

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“…57,58 For the present investigation, we selected six (anthracen-9-yl)methyl sulfides 1a-f (Chart 1) having different steric and electronic environments around the sulfur atom.…”

Section: Resultsmentioning

confidence: 99%

“…57,58,82,83 General experimental procedure for the chemical electron-transfer reactions of (anthracen-9-yl)methyl sulfides 1a-f with CAN. To a solution of (anthracen-9-yl)methyl sulfide 1a-f (0.38g,1 equiv.)…”

Section: Methodsmentioning

confidence: 99%