Regioselective [2 + 2] cycloaddition reaction within a pair of polymorphic co-crystals based upon halogen bonding interactions

Eric Bosch; Samantha J. Kruse; Eric W. Reinheimer; Nigam P. Rath; Ryan H. Groeneman

doi:10.1039/C9CE01379B

Regioselective [2 + 2] cycloaddition reaction within a pair of polymorphic co-crystals based upon halogen bonding interactions

Eric Bosch, Samantha J. Kruse, Eric W. Reinheimer, Nigam P. Rath, Ryan H. Groeneman

University of Missouri-St. Louis

Research output: Contribution to journal › Article › peer-review

Abstract

<div class="line" id="line-11"> The realization of a pair of photoreactive polymorphic co-crystals that are held together by the combination of I&ctdot;N halogen bonding interactions and C–H&ctdot;Cl contacts is reported. The reactant molecule within these co-crystals is based upon an unsymmetrical olefin, namely 4-stilbazole, that results in a regioselective solid-state [2 + 2] cycloaddition reaction in both polymorphic forms. Each solid undergoes a quantitative photoreaction which yields exclusively the head-to-tail photoproduct.</div><div class="line" id="line-19"> <br/></div>

Original language	American English
Journal	CrystEngComm
Volume	21
DOIs	https://doi.org/10.1039/C9CE01379B
State	Published - Oct 14 2019

Disciplines

Organic Chemistry
Polymer Chemistry

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title = "Regioselective [2 + 2] cycloaddition reaction within a pair of polymorphic co-crystals based upon halogen bonding interactions",

abstract = " The realization of a pair of photoreactive polymorphic co-crystals that are held together by the combination of I&ctdot;N halogen bonding interactions and C–H&ctdot;Cl contacts is reported. The reactant molecule within these co-crystals is based upon an unsymmetrical olefin, namely 4-stilbazole, that results in a regioselective solid-state [2 + 2] cycloaddition reaction in both polymorphic forms. Each solid undergoes a quantitative photoreaction which yields exclusively the head-to-tail photoproduct. ",

author = "Eric Bosch and Kruse, {Samantha J.} and Reinheimer, {Eric W.} and Rath, {Nigam P.} and Groeneman, {Ryan H.}",

note = "The realization of a pair of photoreactive polymorphic co-crystals that are held together by the combination of I⋯N halogen bonding interactions and C-H⋯Cl contacts is reported. The reactant molecule within these co-crystals is based upon an unsymmetrical olefin, namely 4-stilbazole, that results in a regios",

year = "2019",

month = oct,

day = "14",

doi = "10.1039/C9CE01379B",

language = "American English",

volume = "21",

journal = "CrystEngComm",

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TY - JOUR

T1 - Regioselective [2 + 2] cycloaddition reaction within a pair of polymorphic co-crystals based upon halogen bonding interactions

AU - Bosch, Eric

AU - Kruse, Samantha J.

AU - Reinheimer, Eric W.

AU - Rath, Nigam P.

AU - Groeneman, Ryan H.

N1 - The realization of a pair of photoreactive polymorphic co-crystals that are held together by the combination of I⋯N halogen bonding interactions and C-H⋯Cl contacts is reported. The reactant molecule within these co-crystals is based upon an unsymmetrical olefin, namely 4-stilbazole, that results in a regios

PY - 2019/10/14

Y1 - 2019/10/14

N2 - The realization of a pair of photoreactive polymorphic co-crystals that are held together by the combination of I&ctdot;N halogen bonding interactions and C–H&ctdot;Cl contacts is reported. The reactant molecule within these co-crystals is based upon an unsymmetrical olefin, namely 4-stilbazole, that results in a regioselective solid-state [2 + 2] cycloaddition reaction in both polymorphic forms. Each solid undergoes a quantitative photoreaction which yields exclusively the head-to-tail photoproduct.

AB - The realization of a pair of photoreactive polymorphic co-crystals that are held together by the combination of I&ctdot;N halogen bonding interactions and C–H&ctdot;Cl contacts is reported. The reactant molecule within these co-crystals is based upon an unsymmetrical olefin, namely 4-stilbazole, that results in a regioselective solid-state [2 + 2] cycloaddition reaction in both polymorphic forms. Each solid undergoes a quantitative photoreaction which yields exclusively the head-to-tail photoproduct.

UR - https://doi.org/10.1039/C9CE01379B

U2 - 10.1039/C9CE01379B

DO - 10.1039/C9CE01379B

M3 - Article

VL - 21

JO - CrystEngComm

JF - CrystEngComm

ER -

Regioselective [2 + 2] cycloaddition reaction within a pair of polymorphic co-crystals based upon halogen bonding interactions

Abstract

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