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§ 4.8 STEP TRANSACTION DOCTRINEmarked to market at year-end and the gains (or losses) had to be characterized asbeing 60 percent long-term capital gains (or losses) and 40 percent short-termgains (or losses), regardless of how long the contracts had been held. 69 Thisposed a problem for this individual because the charitable deduction for a gift ofshort-term capital gain property is confined to the donor’s basis in the property;70 there is no deduction for the full fair market value of the property (asthere is for most gifts of long-term capital gain property). 71 He solved the problemby donating only the long-term gain portion of the futures contracts.In 1982, this individual entered into an agreement under which he contributedthe long-term capital gains of selected futures contracts from his personalaccounts at a brokerage house and retained for himself the short-term capitalgains. For the most part, the selected contracts were sold on the same day thegift was made, and the portions of the proceeds representing the long-term capitalgains were transferred to an account of the foundation at the same brokeragehouse. The donor chose the futures contracts to be donated according to thefunding needs of the foundation and the amount of unrealized long-term capitalgains inherent in the contracts. Once the contracts were transferred to a specialaccount, they were to be immediately sold, pursuant to a standing instruction.On audit for 1982, the IRS took the position that the full amount of the capitalgains on the sales of these contracts was includable in this individual’s taxableincome. The IRS also disallowed the charitable deductions for that year andprior years. The IRS’s position rested on two arguments: (1) the transfers of aportion of the gain to the foundation were a taxable anticipatory assignment ofincome; 72 and (2) the step transaction doctrine should apply, thereby collapsingseparate interrelated transactions into a single transaction for tax purposes.The step transaction doctrine was inapplicable in this instance, the individualargued, because no prearrangements were made with respect to the gifts. Hemaintained that he donated all of his interest in the long-term capital gain portionsof the futures contracts, free and clear. The IRS, by contrast, contended thatthe gift transfers should be treated together with the later future sales and divisionof proceeds as a single transaction. The government argued that this individual’splan was to meet the foundation’s operating needs by selling selectedfutures contracts with unrealized appreciation of equal amounts. Rather thandonating cash, this argument went, he tried to donate the futures contracts witha restriction that he would keep the short-term capital gains on their sale.The court said that the question in the case was “[H]ow related were thedecisions to sell the futures to their donation?” 73 The court looked to the matterof control and found that the donation agreements and powers of attorney executedby the individual supported his position that the trustees of the foundationhad control over the sale of the futures contracts once they were transferredinto the broker’s special account. Thus, the court concluded that the issue of thedonor’s control over the sale of the contracts “was not such that the donations69 IRC § 1256(a)(3).70 IRC § 170(e)(1)(A). See § 4.4(b).71 See § 4.3.72 See § 3.1(g).73 Greene v. United States, 806 F. Supp. 1165, 1172 (S.D.N.Y. 1992). 139

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